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  • 1980-1984  (9,384)
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  • Cat
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  • 1
    Electronic Resource
    Electronic Resource
    The blood vessels of the cat girdle placenta. Observations on corosion casts, scanning electron microscopical and histological studies (1984)
    Springer
    Anatomy and embryology 170 (1984), S. 209-216 
    Details
    ISSN: 1432-0568
    Keywords: Placenta ; Fetal microvasculature ; Corrosion casts ; Scanning electron microscopy ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The fetal microvascular architecture of the feline near-term placenta was investigated using scanning electron micrographs of partially fractured corrosion casts from plastic-filled vessels. The findings were compared with those on corresponding semithin histological sections. The branches of both umbilical arteries and veins roughly follow a course parallel to the zonary girdle on the allantochorionic side of the feline placenta in an acute-angled pattern of ramifications. They join the double-layered capilary networks in the chorionic lamellae of the labyrinth, which generally exhibit a chorio-uterine orientation and are partially twirled. On the allantochorionic side of the labyrinth, these fetal capillary networks are “suspended” on the maternal stem-artery-system of the placenta; on the uterine side, they have peduncular or tuft-like endings of capillary loops and are flattened by the uterine septa, which at this level converge into the maternal veins. The chorionic capillary lamellae have a variable breadth and length and therefore need shorter or longer arterioles and venules from the allantochorionic side to become irrigated at any level of the labyrinth. As a result, the feline placenta is characterized by a generally one-way crosscurrent type of materno-fetal blood flow.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00319006
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  • 2
    Electronic Resource
    Electronic Resource
    An anatomical study of the projections from the dorsal column nuclei to the midbrain in cat (1984)
    Springer
    Anatomy and embryology 170 (1984), S. 29-43 
    Details
    ISSN: 1432-0568
    Keywords: Anatomy ; Anterograde tracing ; Dorsal column nuclei ; Midbrain ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The termination of the fibers from the dorsal column nuclei (DCN) to the midbrain has been investigated in the cat with the degeneration method, the anterograde horseradish peroxidase (HRP) method and autoradiography after 3H-leucine injections. The results show that the DCN project to several midbrain regions. The external nucleus of the inferior colliculus (IX) receives the heaviest projection from both the gracile and cuneate nuclei. The DCN fibers form three joint terminal zones in IX. Each terminal zone contains clusters with dense aggregations of DCN fibers. Fairly dense terminal networks are found in the posterior pretectal nucleus (PP) and the compact part of the anterior pretectal nucleus (PAc) as well. More scattered DCN fibers are present in the cuneiform nucleus (CF), the lateral part of the periaqueductal gray (PAG1), the red nucleus (NR), the nucleus of the brachium of the inferior colliculus (B), the mesencephalic reticular formation (MRF) and the intermediate and deep layers of the superior colliculus (SI, SP). The projections to all regions are mainly contralateral. Most of the few ipsilateral fibers terminate in IX. A somatotopic organization was seen in IX and NR. The gracile fibers terminate preferentially in the caudal and lateral part of IX and the cuneate ones preferentially in its rostral and medial part. In the red nucleus the gracile fibers terminate ventral to the cuneate ones. In the pretectal region there was a predominance for gracile fibers. There also appeared to be quantitative differences in the projections from various levels of the gracile nucleus, with more midbrain projecting fibers originating in the rostral than in the middle and caudal parts of the nucleus.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00319455
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  • 3
    Electronic Resource
    Electronic Resource
    Anatomy of the cecum of the cat (1984)
    Springer
    Anatomy and embryology 170 (1984), S. 177-186 
    Details
    ISSN: 1432-0568
    Keywords: Cecum ; Cat ; Macroscopic anatomy ; Light, scanning and transmission electron microscopy
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary In a series of comparative anatomical studies on the ceca of various mammals the cat was chosen as representative of a “typical” carnivore. In the domestic cat, the cecum is conspicuously small and macroscopically relatively undifferentiated in comparison to most herbivores. Microscopically (light, scanning and transmission electron microscopy), however, it is characterized by an abundance of goblet cells and enterocytes rich in organelles, suggestive of functional activity. In addition to the morphological description, which also includes arterial supply and mesenteries of the cecum, the discussion is focussed on 1) the possible functional significance of the numerous goblet cells 2) a general categorization of the different types of ileal-caeco-colical junctions and 3) speculations concerning the justification for considering the carnivore cecum as being rudimentary.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00319003
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  • 4
    Electronic Resource
    Electronic Resource
    The termination of spinomesencephalic fibers in cat (1984)
    Springer
    Anatomy and embryology 170 (1984), S. 265-277 
    Details
    ISSN: 1432-0568
    Keywords: Midbrain ; Spinal cord ; Cat ; Degeneration-HRP
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The projections to the midbrain from the spinal cord have been investigated in the cat with the degeneration technique and by using horseradish peroxidase (HRP) as an anterograde tracer. Two types of spinal cord lesions were performed: 1) Cordotomies at cervical or thoracic levels transecting the ventral and lateral funiculi. 2) Transections of the ventral, ventrolateral, dorsolateral or dorsal funiculus, respectively, at cervical levels. In the anterograde tracing experiments HRP was injected into the spinal cord at cervical, lumbar or sacral levels. The results show large projections to the lateral and ventrolateral parts of the periaqueductal gray (PAG1), the posterior pretectal nucleus (PP) and the nucleus of Darkschewitsch (D). More moderate projections go to the medial division of the periaqueductal gray (PAGm), the cuneiform nucleus (CF), the mesencephalic reticular formation (MRF), lateral part of the deep layer of the superio colliculus (SP) and magnocellular medial geniculate nucleus (GMmc), while scattered spinal fibers are present in the dorsal part of the periaqueductal gray (PAGd), the external inferior collicular nucleus (IX), the intermediate layer of the superior colliculus (SI), the lateral part of the red nucleus (NR) and in the Edinger-Westphal portion of the oculomotor nucleus (3). In addition a few fibers are present in the interstitial nucleus of Cajal (CA) and anterior pretectal nucleus (PAc). The results indicate that at midcervical levels most of the spinomesencephalic fibers ascend in the ventral funiculus, with only a moderate fraction ascending in the ventral half of the lateral funiculus. Almost no fibers ascend in the dorso-lateral funiculus and none appear to pass in the dorsal funiculus. No distinct somatotopic pattern was found in the spinomesencephalic projections, but more fibers from cervicobrachial segments terminate in the rostral than in the caudal parts of the terminal fields in PAG, CF, SP and IX, while the lumbar fibers were more numberous in the caudal parts. PP seems to receive spinal fibers mainly from the caudal half of the cord.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00318730
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  • 5
    Electronic Resource
    Electronic Resource
    An autoradiographic study of topographical relationships between pallidal and cerebellar projections to the cat thalamus (1984)
    Springer
    Experimental brain research 54 (1984), S. 95-106 
    Details
    ISSN: 1432-1106
    Keywords: Cerebellothalamic projections ; Pallidothalamic projections ; Ventral nuclei of thalamus ; Autoradiography ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Injections of 3H-leucine were made in the entopeduncular nucleus or dentate nucleus of the cerebellum in eight cats. The terminal projection zones of both pathways in the thalamus were studied using the sagittal plane and their relationships to one another as well as to cytoarchitectural boundaries of thalamic nuclei were compared. The data indicate that the territories controlled by the two projection systems are almost entirely segregated. The segregation is mainly along the antero-posterior axis as the main pallidal projection zone occupies the medio-ventral VA while the main dentate projection zone lies posterior to it in the VL. Furthermore, the dorsolateral part of the VA not occupied by pallidal projections receives dentate projections. In the VM, both afferent systems terminate in the lateral part of the nucleus with pallidal territory located anteriorly and dentate territory located posteriorly, again without overlap. As the delineations of nuclear subdivisions in the ventral thalamus of the cat have been a subject of some controversy, it is suggested that the boundaries of the VA, VL and VM in the cat thalamus be defined on the basis of basal ganglia and cerebellar projection zones.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00235822
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  • 6
    Electronic Resource
    Electronic Resource
    Distribution of corticospinal neurons with collaterals to lower brain stem reticular formation in cat (1984)
    Springer
    Experimental brain research 54 (1984), S. 107-120 
    Details
    ISSN: 1432-1106
    Keywords: Corticospinal collaterals ; Sensorimotor cortex ; Corticobulbar pathways ; Fluorescent tracers ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The fluorescent retrograde double-labeling technique has been used to determine whether corticospinal neurons in the cat sensorimotor cortex distribute collaterals to the lower brain stem reticular formation. In this study the fluorescent tracers Nuclear Yellow and Diamidino Yellow 2HCl were used in combination with Fast Blue. One tracer was injected unilaterally in the spinal cord and the other was injected ipsilaterally in the bulbar medial reticular formation. The distribution of the retrogradely labeled neurons was studied in the contralateral hemisphere. In the sensorimotor cortex a large population of neurons was found which were labeled from the spinal cord and were double-labeled from the brain stem. These branching neurons were concentrated in the rostromedial part of area 4 and the adjoining lateral part of area 6. In this region the percentages of corticospinal neurons which were double-labeled from the brain stem ranged from 5% laterally to 30% medially. In two cats it was demonstrated by means of the anterograde transport of HRP that the corticobulbar fibers from this region which must include the corticospinal collaterals are distributed to the reticular formation of the lower brain stem. In view of the fact that the double-labeled neurons are concentrated in the anterior part of the motor cortex, those branching neurons are in all likelihood involved in the control of neck, back and shoulder movements. This control is probably exerted by way of two routes i.e. by way of the direct corticospinal connections to spinal interneurons, and by way of the indirect cortico-reticulospinal connections established by the cortical fibers to the bulbar reticular formation. The present findings suggest that this dual control may be exerted by one and the same cell.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00235823
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  • 7
    Electronic Resource
    Electronic Resource
    Specialized subregions in the cat motor cortex: Anatomical demonstration of differential projections to rostral and caudal sectors (1984)
    Springer
    Experimental brain research 53 (1984), S. 259-276 
    Details
    ISSN: 1432-1106
    Keywords: Motor cortex ; Thalamocortical ; Corticocortical ; HRP ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary (1) Ipsilateral cortico-cortical and thalamo-cortical projections to the cat motor cortex were determined from the locations of retrogradely labeled neurons following single small intracortical injections of HRP in area 4γ. These projections were also examined by studying the distribution of anterogradely transported axonal label following multiple injections of HRP or of tritiated amino acids in areas 1–2 of SI and in area 2pri (SII). (2) The number of retrogradely labeled cells in areas 1–2 and in area 2pri differed markedly between HRP injection sites located in the precruciate (anterior sigmoid gyrus) and postcruciate (posterior sigmoid gyrus) subregions of area 4γ. These associational projections from primary and secondary somatosensory cortices were dense to postcruciate subrogions but weak to the precruciate subregions. (3) The associational projections from areas 1–2 and from area 2pri to the postcruciate subregion of area 4γ were topographically organized, but no clear topographic organization could be demonstrated for the precruciate projection. (4) Anterograde terminal labeling following injection of either HRP or tritiated amino acids into areas 1–2 and area 2pri confirmed the preferential projection of somatosensory cortex to the postcruciate subregion of motor cortex. The projection from somatosensory areas 1–2 was uniform over its terminal field, but that from area 2pri was more patchy and complex. (5) HRP injections in area 4γ gave rise to lamellae of labeled neurons in the ventrolateral nucleus of thalamus (VL). A topographic relationship was found between the site of injection and the location of the lamella of labeled neurons. (6) The percentage of retrogradely labeled neurons in the shell zone surrounding the border of the ventrolateral nucleus and the ventrobasal complex (VB) was greater following postcruciate than precruciate injections, whereas fewer retrogradely labeled neurons were found in central lateral nucleus (CL) after postcruciate injections than after precruciate injections. (7) These observations support the hypothesis that differential cortical and thalamic projections to different subregions of area 4γ may give rise to the different physiological properties of neurons observed in these subregions (Vicario et al. 1983; Martin et al. 1981).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00238155
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  • 8
    Electronic Resource
    Electronic Resource
    Pyramidal control of skin potential responses in the cat (1984)
    Springer
    Experimental brain research 54 (1984), S. 283-288 
    Details
    ISSN: 1432-1106
    Keywords: Skin potential response ; Cat ; Pyramidal tract ; Reticulospinal tracts
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Pyramidal command of Skin Potential Response (SPR) was investigated in 20 cats paralyzed by gallamine and under a halothane anaesthetic. For each animal, a transection of the medulla sparing only the pyramidal tract was carried out. The pyramidal tract and Mesencephalic Reticular Formation (MRF) were stimulated before and after the transection. Results taken before transection show that the SPR can be elicited from stimulation of the pyramidal tract and the MRF. After transection, stereotaxic stimulations of the pyramidal tract still evoked the SPR even after aspiration of the medullary tissue posterior to the section and overlying the pyramids. Control reticular stimulations with higher stimulus intensities failed to evoke the SPR. These results show that stimulation of the pyramidal tract can elicit the SPR independently of reticulospinal neurons. It is hypothesized that a group of corticospinal fibers could transmit volleys having autonomic activity on preganglionic autonomic neurons of the intermediate zone of the grey matter.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00236228
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  • 9
    Electronic Resource
    Electronic Resource
    Afferents to the cortical pupillo-constrictor areas of the cat, traced with HRP (1984)
    Springer
    Experimental brain research 54 (1984), S. 377-381 
    Details
    ISSN: 1432-1106
    Keywords: Pupillo-constrictor areas ; Afferents ; HRP ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Afferents of the cortical pupillo-constrictor areas (PCAs) of the cat were studied using the horseradish peroxidase method. PCAs receive heavy cortical inputs from areas 7, 19, 21, the lateral suprasylvian area, the splenial visual area, and subcortically from the claustrum, the intralaminar nuclei, the pulvinar-lateral posterior nuclear complex.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00236240
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  • 10
    Electronic Resource
    Electronic Resource
    The control of rapid limb movement in the cat (1984)
    Springer
    Experimental brain research 55 (1984), S. 134-144 
    Details
    ISSN: 1432-1106
    Keywords: Cat ; Tracking ; Isometric ; Updating ; Delayed feedback
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary 1. In cats trained to track a moving display by making rapid, isometric force adjustments, responses are characterized by extremely short reaction times (60–70 ms) and a stereotyped temporal configuration. The animal uses early derivatives of display movement to scale force responses to target stimuli of different sizes according to a learned relationship between initial display motion and required force (Ghez and Vicario 1978a, 1978b). In the present study we altered that relationship by using double stimulation and delayed feedback to assess the animals' ability to update their responses. 2. In experiments where a second target stimulus followed the first after a controlled interval (15–120 ms) on random trials, the animal modified its response in the appropriate direction with little or no increase in reaction time. When the second stimulus called for a return to baseline, the animal aborted the ongoing response. When the second stimulus called for a doubling of force, the animal increased its phasic force output; however, this increase was not sufficient to reach the new target level and late responses were emitted. 3. The control response which followed each experimental double stimulation trial showed consistent differences from other controls in the amplitude of both peak force and peak dF/dt. Control responses following trials calling for a return were reduced in size; those following stimuli requiring response doubling were increased. We concluded that the experimental trials not only elicited modification of ongoing responses but also caused the animal to alter its internalized gain function relating initial display derivatives to required force. 4. In experiments where feedback was delayed after giving a first target stimulus such that the compensatory display failed to reflect the animal's initial response, the animal emitted a new updated response 70–80 ms after the first. The display trajectory which caused the cat to update its response on delayed feedback trial was identical to that of control trials with long reaction times. In this case, however, the information eliciting response updating had to be derived as a difference between the actual display trajectory and that expected by the animal, based on its experience with the tracking task. This suggests that the animal develops an internal model of display properties which is used to determine when a new response is required.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00240507
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  • 11
    Electronic Resource
    Electronic Resource
    The transformation of cross-reinnervated slow-twitch muscle after deafferentation in the cat (1984)
    Springer
    Experimental brain research 55 (1984), S. 152-157 
    Details
    ISSN: 1432-1106
    Keywords: Deafferentation ; Cross reinnervation ; Contractile properties ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Cross-reinnervations were effected between the extensor digitorum longus and soleus muscles in the cat hind limb. At the same time dorsal root section or ganglionectomy was performed over segments L6-S1. Completeness of the deafferentation was subsequently confirmed either by dissection or by dorsal root recording. The isometric and forcevelocity properties of the muscles were measured. In animals with a unilateral cross plus deafferentation the conversion of the contractile properties of the normally slow-twitch soleus to those resembling a fast-twitch muscle was typical of that seen with an intact afferent supply. In cats with a bilateral cross-reinnervation and unilateral deafferentation there was no significant difference in the degree of transformation between the two sides. It is concluded that at least for the conversion of a slow-twitch to a fast-twitch muscle afferent feedback does not play a major role.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00240509
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  • 12
    Electronic Resource
    Electronic Resource
    Contralateral corticofugal projections to cat visual thalamus (1984)
    Springer
    Experimental brain research 53 (1984), S. 462-466 
    Details
    ISSN: 1432-1106
    Keywords: Visual cortex ; Contralateral connections ; Thalamus ; Cat ; Sub-cortical commissures
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Contralateral corticofugal projections from visual cortical areas to thalamic nuclei were demonstrated in the cat using anterograde transport of tritiated proline. Thalamic nuclei receiving projections from contralateral visual cortex include both subdivisions of the lateral-posterior nucleus, the posterior nucleus of Rioch, and the posterior nuclear complex.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00238176
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  • 13
    Electronic Resource
    Electronic Resource
    An HRP study of the cat's spinal respiratory motoneurones during postnatal development (1984)
    Springer
    Experimental brain research 56 (1984), S. 458-467 
    Details
    ISSN: 1432-1106
    Keywords: Cat ; Postnatal development ; Phrenic motoneurones ; Intercostal motoneurones ; Horseradish peroxidase
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The localization and morphology of spinal respiratory motoneurones (phrenic and intercostal) were studied in the cat by retrograde labelling using Horseradish Peroxidase (HRP), at different stages of postnatal development. At birth, the distribution of the phrenic and intercostal motoneurones in the cervical and thoracic ventral horn, respectively, is similar to that observed in adult animals. At birth, the phrenic and intercartilaginous motoneurone somata have respectively 60% and 40% of their adult volume, appearing much more developed than the motoneurones involved in the motor control of limbs. During postnatal development, the phrenic and intercartilaginous motoneurones undergo a characteristic sagittal elongation without evident modification along their transverse axes. From birth, the ratio of the somatic volume to that of its corresponding motor column markedly decreases inside of the phrenic column compared to the data obtained in the limb's muscle motor columns by other authors. Similar determinations in intercostal motor columns give intermediate values between those obtained from the phrenic column and from the motor system. These results indicate that the motoneurones innervating the respiratory muscles have some specific features of development.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00237986
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  • 14
    Electronic Resource
    Electronic Resource
    Brainstem afferents to the lateral geniculate nucleus of the cat (1984)
    Springer
    Experimental brain research 54 (1984), S. 253-258 
    Details
    ISSN: 1432-1106
    Keywords: Lateral geniculate nucleus ; Pretectal nuclei ; Superior colliculus ; Parabigeminal nucleus ; Reticular formation ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The ascending connections from the brainstem to the dorsal division of the lateral geniculate nucleus were examined using retrograde transport of horseradish peroxidase. Labelled cells were identified in a variety of structures, including the nucleus of the optic tract (NOT), the posterior pretectal nucleus (NPP), the superior colliculus (SC), the parabigeminal nucleus (PBN), the midbrain reticular formation (MRF), locus coeruleus and nucleus sub-coeruleus, the substantia nigra (SN), and parts of the raphe complex. The projections from NOT, NPP, MRF, LC and PBN were all bilateral in origin. The most intense labelling was observed in the nucleus of the optic tract and the superior colliculus. Colliculo-geniculate cells were located primarily in the superficial gray lamina II1 and II2 of Kaneseki and Sprague (1974), but sparse labelling was also observed in lamina II3 and in statum opticum (lamina III). Consistent with the report of Harrell et al. (1982), these cells represent a morphologically diverse population, which includes stellate cells, granule cells, and both vertical and horizontal fusiform cells. A similarly diverse population of cell types contributes to the geniculate projection arising from NOT. These results confirm and extend earlier descriptions of the brainstem projections to the cat LGNd, and serve to emphasize the diversity of brainstem influences over the geniculate.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00236224
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  • 15
    Electronic Resource
    Electronic Resource
    Neck muscle afferent input to spinocerebellar tract cells of the central cervical nucleus in the cat (1984)
    Springer
    Experimental brain research 55 (1984), S. 286-300 
    Details
    ISSN: 1432-1106
    Keywords: Central cervical nucleus ; Spinocerebellar tract ; Neck muscle afferents ; Spinal cord ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Extracellular and intracellular recordings were made from spinocerebellar tract neurones of the central cervical nucleus (CCN) in C1–C3 segments of the anaesthetized cat. These neurones were identified by antidromic activation from the cerebellar peduncle. Stimulation of the ipsilateral dorsal root elicited extracellular spikes or EPSPs with a monosynaptic latency in almost all CCN neurones in the same segment (segmental input). Late excitatory effects were also observed in about one third of CCN neurones. The monosynaptic EPSP was occasionally followed by an IPSP. The excitatory input from the dorsal root to CCN neurones was extended over several segments for some CCN neurons (extrasegmental input). Monosynaptic excitation was evoked in CCN neurones after stimulation of dorsal neck muscle nerves as well; i.e. splenius (SPL), biventer cervicis and complexus (BCC), rectus capitus dorsalis, and obliquus capitus caudalis. Thresholds for this excitation were near the threshold of the nerve, suggesting that it originated from group I fibres. The component of excitation added after strong stimulation of neck muscle nerves would be attributed to group II fibres. When a CCN neurone received excitatory input from the nerve of one muscle, it was generally not affected by stimulation of other nerves in the same segment. Such muscle specificity of segmental input was the principal pattern of connexion of neck muscle afferents with CCN neurones. In some cases, however, excitatory convergence from SPL and BCC nerves onto single CCN neurones or excitation from the SPL nerve and inhibition from the BCC nerve were also observed. Nearly half of the CCN neurones received input from one muscle nerve of the same segment and not from the afferent of the same muscle of different segments, indicating a segment specificity of input. In the remaining CCN neurones, weaker excitatory effects were induced from afferents of different segments as well. In such extrasegmental effects, inputs to CCN neurones from caudal segments predominated in frequency over those from rostral segments. The origin of extrasegmental input was generally confined to the same muscle. Low threshold muscle afferents from the SPL and BCC were intraaxonally stained with HRP. The collaterals of the stained fibre distributed branchlets and terminals to the CCN, laminae VII, VIII, and motor nuclei. Two fibres responding to local muscle prodding or stretch showed a similar morphology. The findings indicated that muscle spindle afferents from primary endings projected to the CCN.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00237279
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  • 16
    Electronic Resource
    Electronic Resource
    A physiological study of identification, axonal course and cerebellar projection of spinocerebellar tract cells in the central cervical nucleus of the cat (1984)
    Springer
    Experimental brain research 55 (1984), S. 272-285 
    Details
    ISSN: 1432-1106
    Keywords: Central cervical nucleus ; Spinocerebellar tract ; Cerebellum ; Spinal cord ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Spinocerebellar tract (SCT) neurones in and around the central cervical nucleus (CCN) were physiologically identified by antidromic activation of these cells on stimulation of the cerebellum. Among the Spinocerebellar tract cells thus identified, those ascending the contralateral spinal funiculi were found in the CCN and ventralwards, whereas those ascending the ipsilateral funiculi existed mostly dorsal to the CCN partly overlapping with crossed cells in the nucleus. Mapping sites from which CCN cells were antidromically activated showed that axons of the CCN-SCT cross at the same segment, ascend the ventral funiculus initially, the lateral funiculus at rostral C1 and the lateral border of the medulla to reach the cerebellar peduncle, enter the cerebellum mainly via the restiform body but possibly also via the superior peduncle. Systematic mapping of stimulation within the cerebellum indicated that the CCNSCT projects to the medial part of the anterior lobe and the posterior lobe bilaterally. Projection to lobules I–II was found in almost all CCN-SCT cells examined. Three fourths of CCN-SCT cells projected to the posterior lobe, as revealed by less extensive mapping. Mapping of axonal regions of the same single CCN-SCT cells showed that they project multifocally in the cerebellum, where projection to lobules I–II was common and that to other areas varied with individual cells. Conduction velocites decreased within the cerebellum probably as the result of repeated branching. Mossy fibre responses evoked on stimulation of the C2 dorsal root in cats with the transected dorsal funiculi were shown to be mediated mostly via the CCN-SCT. Mapping the field potential showed that the response was by far the largest in lobules I–II. This suggested that the terminals provided by the CCN-SCT are the densest in these lobules.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00237278
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  • 17
    Electronic Resource
    Electronic Resource
    Endogenous peroxidase-like activity in the feline dorsal column nuclei and spinal cord (1984)
    Springer
    Experimental brain research 55 (1984), S. 325-332 
    Details
    ISSN: 1432-1106
    Keywords: Endogenous peroxidase ; Light and electron microscopy ; Spinal cord ; Dorsal column nuclei ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Endogenous peroxidase-like activity was investigated with a combined light and electron microscopical technique in 15 cats. The lateral cervical nucleus, the dorsal column nuclei, and segments C6 and L5 of the spinal cord were incubated with diaminobenzidine-tetrahydrochloride (DAB) or tetramethylbenzidine (TMB). After histochemical reaction with DAB a considerable amount of activity was found in nerve cells, astrocytes and pericytes. The neuronal labelling was mainly located in mitochondria of axon terminals and in dendrites whereas the astrocytic and pericytic activity was found in cytoplasmic dense bodies. The quantity of stained structures differed considerably between the animals. In TMB reacted tissue endogenous peroxidase-like activity was only sparsely seen. It was found mainly in frozen sections, in which the neuropil and perivascular structures sometimes contained granules and irregular filaments. The significance of the findings is discussed in relation to observations in tracer studies using horseradish peroxidase.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00237283
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  • 18
    Electronic Resource
    Electronic Resource
    Effects of accessory optic system lesions on vestibulo-ocular and optokinetic reflexes in the cat (1984)
    Springer
    Experimental brain research 55 (1984), S. 49-59 
    Details
    ISSN: 1432-1106
    Keywords: Accessory optic system ; Vestibulo ocular reflex ; Optokinetic nystagmus ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Horizontal vestibulo-ocular reflex (VOR) and optokinetic nystagmus (OKN) were studied before and after lesions within the accessory optic system (AOS) in the cat. Post-lesion retinal input to the AOS was evaluated using the autoradiographic technique. Unilateral lesion of the lateral terminal nucleus of the AOS (LTN) and the resulting retinal deafferentation of the medial terminal nucleus of the AOS (MTN) induced a spontaneous nystagmus in the dark whose slow phase was directed ipsilaterally to the lesion. VOR gain was reduced for both directions with a maximal decrease for stimulation directed ipsilaterally to the lesion. OKN gain obtained for both directions of binocular stimulation was decreased, mainly when the stimulus was directed contralaterally to the lesion. After two postoperative weeks, spontaneous nystagmus disappeared and the VOR symmetry recovered simultaneously. A symmetrical OKN was only observed after one month. In spite of the known visual selectivity for vertical direction in LTN-MTN cells, the results of this study support a functional involvement of these nuclei in horizontal VOR and OKN.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00240497
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  • 19
    Electronic Resource
    Electronic Resource
    Differences between cats in response properties of horizontal semicircular canal primary afferents (1984)
    Springer
    Experimental brain research 56 (1984), S. 162-166 
    Details
    ISSN: 1432-1106
    Keywords: Vestibular nerve afferents ; Semicircular canal biophysics ; Semicircular canal time constants ; Vestibular neurophysiology ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The response properties of cat horizontal canal afferents (N = 81) were characterized by three parameters: their long time constants (τ), low frequency gain constants (G1), and middle frequency gain constants (Gm). An average value of each of these parameters was calculated for each of eight animals and comparisons were made across animals. There were significant differences between individual animals in their average values of τ and Gm. There was also a significant negative correlation between τ's and Gm's. An animal with a larger average τ tended to have a smaller average Gm. We also used anatomic data on membranous canal duct diameter from the literature to independently estimate the potential effect of interanimal anatomic variability on the predicted range of τ and Gm values in a population. We then compared the data from our 81 afferents with the predictions from the anatomic data.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00237453
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  • 20
    Electronic Resource
    Electronic Resource
    Inspiratory on-switch evoked by stimulation of the mesencephalon: Activity of phrenic and laryngeal motoneurones (1984)
    Springer
    Experimental brain research 55 (1984), S. 197-204 
    Details
    ISSN: 1432-1106
    Keywords: Phrenic and laryngeal motoneurones ; Inspiratory on-switch ; Stimulation ; Mesencephalic structures ; Patterned response ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary In anaesthetized cats (chloralose-urethan) the effects of brief tetanic electrical stimulation (50 to 100 ms) of the mesencephalic central gray matter and reticular formation on the inspiratory on-switch were studied during the expiratory (E) phase on the gross and unitary activities of phrenic, laryngeal inspiratory and laryngeal expiratory nerves. On the inspiratory laryngeal and phrenic nerves, stimulation elicited a short latency gross response concomitant with the train: the inspiratory Primary Response (Prim.R.) which is followed by an inspiratory Patterned Response (Patt.R.) of longer duration which corresponded to the inspiratory on-switch. The Patt.R. generally appeared from the Prim.R. within a latent period (Silent Phase: Sil.P.) as long as 100 ms. On the expiratory laryngeal nerve, stimulation elicited a brief activation (expiratory Prim.R.) concomitant with the beginning of the inspiratory laryngeal Prim.R. and which rapidly stopped as the latter continued during the stimulus train. The inspiratory Prim.R. corresponded to a simultaneous activation of both early and late (so defined during their spontaneous discharge) inspiratory motoneurones. The laryngeal motoneurones were more strongly activated than the phrenic ones. During the inspiratory Patt.R. all the phrenic motoneurones presented a recruitment delay earlier, compared with the spontaneous one, whereas the recruitment drastically changed from an inspiratory laryngeal motoneurone to another. Thus, the two pools of motoneurones presented different properties of activation. During the inspiratory Sil.P. no concomitant expiratory laryngeal activation was observed when most of the inspiratory motoneurones were inactive. As some inspiratory laryngeal motoneurones did not stop firing, the existence of some central respiratory neurones exhibiting a similar persistent activity and subserving the inspiratory on-switch mechanisms may be hypothesized.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00237270
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  • 21
    Electronic Resource
    Electronic Resource
    Ascending projections from the nucleus of the brachium of the inferior colliculus in the cat (1984)
    Springer
    Experimental brain research 54 (1984), S. 203-211 
    Details
    ISSN: 1432-1106
    Keywords: Ascending auditory pathway ; Inferior colliculus ; Medial geniculate body ; Cat ; Autoradiography
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Ascending projections from the nucleus of the brachium of the inferior colliculus (NBIC) in the cat were studied by the autoradiographic tracing method. Many fibers from the NBIC ascend ipsilaterally in the lateral tegmentum along the medial border of the brachium of the inferior colliculus. At midbrain levels, fibers from the NBIC end in the superior colliculus, the pretectum, the central gray and the peripeduncular tegmental region bilaterally with ipsilateral predominance. NBIC fibers to the superior colliculus are distributed densely to laminae VI an III throughout the whole rostrocaudal extent of the colliculus. In the pretectum, NBIC fibers terminate in the anterior and medial nuclei and the nucleus of the posterior commissure. NBIC fibers to the dorsal thalamus are distributed largely ipsilaterally. Many NBIC fibers end in the dorsal and medial divisions of the medial geniculate body, but few in the ventral division. The NBIC also sends fibers to the suprageniculate, limitans and lateralis posterior nuclei and the lateral portion of the posterior nuclear complex; these regions of termination of NBIC fibers constitute, as a whole, a single NBIC recipient sector. Additionally, the NBIC sends fibers to the centralis lateralis, medialis dorsalis, paraventricular and subparafascicular nuclei of the thalamus.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00236219
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  • 22
    Electronic Resource
    Electronic Resource
    Locomotion in adult cats with early vestibular deprivation: Visual cue substitution (1984)
    Springer
    Experimental brain research 54 (1984), S. 395-405 
    Details
    ISSN: 1432-1106
    Keywords: Neonatal ; Bilabyrinthectomy ; Recovery ; Locomotion ; Vision ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Four cats labyrinthectomized shortly after birth (DELAB) exhibited the classical vestibular syndrome and recovery, while their motor development was otherwise unimpaired. As adults, they were tested for visual vestibular substitution in a locomotor task with either orientation requirements (tilted platforms) or balance requirements (narrow platforms). Visual motion cues or static visual cues were controlled using normal or stroboscopic lighting, or darkness. Measurements of the average speed of locomotion showed that: Although all cats increase their speed when more visual cues become available, a marked deficit occurs in darkness only in the DELAB cats. With either vestibular cues alone or static visual cues alone, cats are able to reach the same level of performance in the tilted platform test, which suggests a total visual-vestibular interchangeability in orientation. DELAB cats perform very poorly in the narrow rail test. When continuous vision is allowed in the narrow rail test the DELABs' performance rises but does not match that of the control group. A specific deficit in balance for the DELAB group is thus reduced by normal continuous vision as compared to stroboscopic vision, suggesting a significant, though imperfect, substitution of motion visual cues for the missing dynamic vestibular cues. Dynamic visual cues play only a minor role in most situations, when locomotory speed is high. This results support the view that both the vestibular and the visual system can subserve two distinct functions: dynamic information may stabilize the stance in narrow unstable situations, during slow locomotion. and static orientation cues may mainly control the direction for displacement. Possible interactions between head positioning and body orientation in the DELAB cats are discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00235464
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  • 23
    Electronic Resource
    Electronic Resource
    Shortage of binocular cells in area 17 of visual cortex in cats with congenital strabismus (1984)
    Springer
    Experimental brain research 55 (1984), S. 470-482 
    Details
    ISSN: 1432-1106
    Keywords: Congenital microstrabismus ; Cat ; Visual cortex ; Binocularity ; Visual axis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Twenty-nine pigmented offspring of an innately esotropic female cat exhibited varying deficits in the number of binocular cells recorded in area 17 of the visual cortex as compared to 12 normal cats. Misalignment of the two eyes in these cats was found in the awake as well as in the paralysed state. Pupillography combined with measurements of visual disparity yielded abnormal esotropia of up to 8.4° under paralysis, which corresponds to an abnormal convergence of the freely moving eyes of up to 14° (average 7.4°). In the majority of animals cortical binocularity was found reduced by the two eyes controlling independent sets of separate units (U-shaped ocular dominance distribution) whereas in 7 cats the reduction was due to a partial loss of one eye's influence. The proportion of monocular units correlated with the degree of crossover of the visual axes (r = 0.73). Anatomical investigation of the retinofugal projections revealed normal appearance in three previously recorded cats in which more than 50% of cortical units had been monocularly driven. The small angles of esotropia and the “normal” appearance of eye position judged by the pupillary positions in the orbit of these cats, might suggest that we found an animal model for microstrabismus.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00235278
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  • 24
    Electronic Resource
    Electronic Resource
    Electroretinographic responses and retrograde changes of retinal morphology after intracranial optic nerve section. A quantitative analysis in the cat (1984)
    Springer
    Experimental brain research 55 (1984), S. 483-493 
    Details
    ISSN: 1432-1106
    Keywords: Optic nerve section ; Cat ; Pattern ERG ; Retinal morphology
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Previous experiments have shown that the ERG response to alternating gratings vanishes gradually within 4 months after transection of the optic nerve, changes begin after 2–3 weeks. The response to gratings of low spatial frequencies deteriorates earlier than the response to gratings of high spatial frequencies (Maffei and Fiorentini 1981). Quantitative analysis of ganglion cell sizes in retinal wholemounts shows that ganglion cell shrinkage and ganglion cell loss begin at three weeks in the periphery of the retina, particularly in the temporal retina. The same morphological alteration subsequently becomes apparent also in the area centralis and the nasal retina, respectively. The main and early cell loss occurs among medium sized ganglion cells, supposedly the beta-cells. Among the alpha-cells only shrinkage is observed up to two months postoperatively. Light- and electron microscopic examination of cross sections through the retina show that pathological changes are restricted to the innermost layers.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00235279
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  • 25
    Electronic Resource
    Electronic Resource
    Evidence for glutamate as a neurotransmitter in the cat vestibular nerve: radioautographic and biochemical studies (1984)
    Springer
    Experimental brain research 56 (1984), S. 523-531 
    Details
    ISSN: 1432-1106
    Keywords: Glutamatergic synapses ; Vestibular nerve lesion ; Vestibular nuclei ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Evidence that glutamate acts as a neuro-transmitter in vestibular nerve fibers was sought (1) by electron microscope radioautographic identification of the uptake sites of [3H]-glutamic acid after incubation of slices of cat vestibular nuclei, and (2) by measuring changes in sodium-dependent high affinity glutamate uptake in nerve endings containing homogenates from normal and deafferented vestibular nuclei 8 to 11 days after unilateral vestibular nerve lesion. Electron microscopic radioautography revealed that glutamate had been taken up by numerous nerve endings projecting over the whole vestibular nuclear complex. The biochemical approach indicated that after section of the vestibular nerve, a significant decrease in high affinity glutamate uptake occurred in the vestibular nuclei, which lost their exclusively ipsilateral projection. This decrease varied from one area of the deafferented vestibular nuclei to another, reaching −58% in the lateral area of the central part corresponding to the ventral lateral vestibular nucleus and the rostral part of the descending vestibular nucleus. It is concluded that glutamate (or aspartate) is used by the vestibular nerve fibers as a neurotransmitter in the vestibular nuclei.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00237993
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  • 26
    Electronic Resource
    Electronic Resource
    Origin of signals conveyed by the ventral spino-cerebellar tract and spino-reticulo-cerebellar pathway (1984)
    Springer
    Experimental brain research 54 (1984), S. 426-431 
    Details
    ISSN: 1432-1106
    Keywords: Spinal cord ; Scratch reflex ; Ventral spino-cerebellar tract ; Spino-reticulo-cerebellar pathway ; Cerebellum ; Cooling the nervous tissue ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary (1) The “fictitious” scratch reflex was evoked in decerebrate curarized cats by pinna stimulation. Activity of neurons of the ventral spinocerebellar tract (VSCT) from the L4 and L5 segments of the spinal cord as well as of neurons of the spinoreticulo-cerebellar pathway (SRCP) from the lateral reticular nucleus of the medulla oblongata was recorded. Cooling and destruction of different parts of the lumbo-sacral enlargement of the spinal cord were performed. (2) Cooling of the L5 or L6 segment abolished the rhythmic activity in the greater part of the spinal hindlimb centre but did not affect the generation of rhythmic oscillations in the remaining (rostral) segments of the lumbo-sacral enlargement. Under these conditions, neither the rhythmic activity of VSCT neurons located rostral to the thermode nor that of SRCP neurons changed. (3) A normal rhythmic activity of SRCP neurons also persisted after destruction of grey matter in the L3 and L4 segments. It can be concluded that activity of these neurons is independent of whichever part of the enlargement generates rhythmic oscillations. (4) From these observations a hypothesis is advanced that the main content of signals conveyed by the VSCT and SRCP to the cerebellum is the information regarding activity of the generator of rhythmic oscillations that is located in the L3-L5 spinal segments.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00235467
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  • 27
    Electronic Resource
    Electronic Resource
    Corticocortical connections to the motor cortex from the posterior parietal lobe (areas 5a, 5b, 7) in the cat demonstrated by the retrograde axonal transport of horseradish peroxidase (1984)
    Springer
    Experimental brain research 54 (1984), S. 476-484 
    Details
    ISSN: 1432-1106
    Keywords: Corticocortical connections ; Motor cortex ; Areas 4, 5a, 5b, 7 ; Posterior parietal lobe ; Retrograde transport of HRP ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Neurons in the parietal region of the cerebral cortex, projecting to the ipsilateral distal forelimb area of the motor cortex (area 4γ) were identified in the cat brain using the horseradish peroxidase (HRP) retrograde tracing method. After making microinjections of HRP into the distal forelimb area of the motor cortex, clusters of HRP-labeled cell bodies were observed in different regions of the ipsilateral parietal cortex. In particular these clusters of labeled cells were found in areas 5a, 5b and 7. The area 5a cluster is formed from closely packed irregularly-shaped cells, the area 5b cluster is made up of dispersed medium-sized pyramidal cells, while area 7 contains a cluster of widely dispersed small pyramidal cells. Typically, labeled cell bodies were found in lamina III of cortex. Labeled cell bodies were neither observed in the contralateral cortex nor in the visual cortex (areas 17, 18 and 19). Since parietal cortex receives projections from primary somatosensory and visual cortex, the projections from parietal to motor cortex may well form the neural substrate for the processing of convergent sensory information used in voluntary movements.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00235473
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  • 28
    Electronic Resource
    Electronic Resource
    The use of retrograde transport of horseradish peroxidase for studying the dendritic trees and axonal courses of particular groups of tract cells in the spinal cord (1984)
    Springer
    Experimental brain research 54 (1984), S. 529-537 
    Details
    ISSN: 1432-1106
    Keywords: Cat ; Rat ; Spinal tract neurons ; Retrograde HRP transport ; Procedure and evaluation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Modifications have been made in Mesulam's method for labelling neurons by retrograde transport of horseradish peroxidase, with tetramethylbenzidine as chromogen, with the object of increasing the extent of labelling of dendrites and axons. A procedure was devised specifically for studying spinomedullary and medullospinal tract systems, involving implanting easily-made HRP-agar pellets into areas of controlled damage in particular spinal fascicles, and sealing the site of implant with cyanoacrylate glue. Lesions of other fascicles were often made to limit transport to the implanted fascicle. Fourth-order dendrites were regularly labelled over long (30 cm or more) transport distances: axons were also labelled over this whole distance, often allowing exact study of the initial course of particular axons. Controls in both cat and rat showed that the uptake of HRP under these circumstances occurred almost wholly from the region of axonal damage at the site of implant which can be characterized histologically.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00235478
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  • 29
    Electronic Resource
    Electronic Resource
    Peripheral nerve phospholipids in acrylamide neuropathy (1984)
    Springer
    Archives of toxicology 55 (1984), S. 178-181 
    Details
    ISSN: 1432-0738
    Keywords: Cat ; Phospholipids ; Acrylamide ; Neuropathy ; Lipids
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract Treatment of cats with acrylamide, either 7.5 or 15 mg/kg IM, once a day for 10 days, resulted in increases of 31 and 47% in the phospholipid content of sciatic nerve, respectively, from a control level of 41.1±2.7 mg/kg wet weight. Determination of the distribution of individual phospholipids indicated no significant differences between control cats and those receiving a cumulative dose of 150 mg/kg acrylamide. In a separate experiment, cats were treated with the 150 mg/kg dose of acrylamide and the sciatic nerve was divided into proximal and distal portions at the level of the triceps surae nerve. Significant increases in phospholipid content were observed in both the proximal and distal portions of peripheral nerve of the acrylamide-intoxicated cats. This effect was present even when the phospholipid content was expressed in terms of total protein, dry weight or total lipid. Total weight of nerve segments, however, was significantly decreased in the neuropathic animals. The data are consistent with a focal degeneration of axons with relative sparing of phospholipids.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00316124
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  • 30
    Electronic Resource
    Electronic Resource
    The representation of contrast and other stimulus parameters by single neurons in area 17 of the cat (1984)
    Springer
    Pflügers Archiv 401 (1984), S. 304-314 
    Details
    ISSN: 1432-2013
    Keywords: Visual cortex ; Contrast/response function ; Orientation and direction sensitivity ; Ocularity ; Binocular responses ; Feature specific responses ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract The responses of neurons in area 17 were tested as a function of various stimulus parameters. The thresholds of individual cortical neurons were at contrasts between 0.01 and 0.1 (increment of 0.5×10−1 cd/m−2 on a background of 3 cd/m−2), the dynamic ranges were 1.0–2.0 log units of increment, and all cells showed a response decrease at increments above a certain maximum (supersaturation response). The averaged contrast/response curve for all neurons was S-shaped in the logarithmic plot, had a dynamic range of 2.5 log units, reached its maximum at a contrast of 0.75 and supersaturated above this level. The contrast/ sensitivity curves changed their slope under different stimulus conditions. They became flatter when the non-dominant eye was stimuated as compared to dominant eye stimulation or when the stimulation was done at a non-optimal orientation or direction, and they became steeper when both eyes were stimulated. But the maximum was reached at the same contrast and supersaturation was seen above maximum contrast no matter whether a cell was stronlgy (e.g. binocular stimulation at optimal orientation) or weakly excited (non-dominant or non-optimal orientation stimulation). After normalization, the averaged population contrast/response curves were virtually identical at all stimulus conditions. It was concluded, that range as well as maximum and supersaturation of cortical contrast/response curves are determined before the input reaches the cortex, and that the cortical cells summate, essentially, linearly. The findings furthermore demonstrate that the supersaturation of the cortical input must be due to subtractive inhibition, and that the same is true for the orientation sensitive inhibition in the cortex itself. Both, the peripheral contrast and the cortical orientation dependant inhibition cannot be explained by multiplicative inhibition. The fact, that the responses of neurons depend on many variables relativates their significance for feature representation.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00582601
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  • 31
    Electronic Resource
    Electronic Resource
    Angioarchitecture of the pancreas of the cat (1984)
    Springer
    Cell & tissue research 235 (1984), S. 675-682 
    Details
    ISSN: 1432-0878
    Keywords: Endocrine pancreas ; Angioarchitecture ; Cat ; Scanning and transmission electron microscopy
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Summary By the use of scanningand transmission electron microscopy, the possible sources of errors in interpretation of the microcirculation of the pancreas can be reduced in comparison to the classical India-ink injection method. Sphincter-like structures in the capillary wall of the cat pancreas are established by pericytes. These sphincters encircle the junctional zones between the endocrine and exocrine capillaries. They are assumed to be regulatory structures of blood flow and to regulate indirectly hormone secretion according to demand.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00226968
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  • 32
    Electronic Resource
    Electronic Resource
    Scanning electron-microscopic study of Reissner's fiber in the caudal spinal cord of the cat and rabbit (1984)
    Springer
    Cell & tissue research 237 (1984), S. 181-183 
    Details
    ISSN: 1432-0878
    Keywords: Reissner's fiber ; Scanning electron microscopy ; Spinal cord ; Cat ; Rabbit
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Summary The caudal portion of Reissner's fiber was examined by scanning electron microscopy (SEM) in the spinal cord of the cat and rabbit. In some preparations of both species the fiber displayed in the sinus terminalis of the central canal either stump-like terminations or structural modifications such as knot-like swellings and convolutions. In the same area homogeneous material could also be found, which obviously originated from the disintegrating fiber.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00229214
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  • 33
    Electronic Resource
    Electronic Resource
    Ultrastructure of dynamic and static skeletofusimotor endings in a cat muscle spindle (1984)
    Springer
    Cell & tissue research 238 (1984), S. 151-158 
    Details
    ISSN: 1432-0878
    Keywords: Skeletofusimotor innervation ; Muscle spindles ; Cat
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Summary Endings of four β skeletofusimotor axons in a spindle of the cat tenuissimus muscle were examined in semithin (1-μm thick) and ultrathin transverse serial sections. Two (dynamic) β axons terminated on the nuclear bag1 intrafusal muscle fiber and on extrafusal fibers of the dark type. Two (static) β axons terminated on the nuclear chain intrafusal fibers and extrafusal fibers of the intermediate type. The degree of indentation of axon terminals into the muscle surface, thickness of the sole plate and extent of folding of subjunctional membranes differed among intrafusal and extrafusal terminations of the same axon. Endings of β axons on the bag1 and chain fibers were also morphologically dissimilar. Motor axons may not determine ending morphology. Rather the form and structure of a β bag1 or chain ending may be determined by the type of intrafusal fiber on which the ending lies and the ending's distance from the primary sensory axon.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00215156
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  • 34
    Electronic Resource
    Electronic Resource
    Charge-Transfer-Komplexe von Tetrathiafulvalen (TTF) mit 1,2,5-Thiadiazolchinonen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1940-1953 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Charge-Transfer Complexes of Tetrathiafulvalene (TTF) with 1,2,5-Thiadiazolequinones1)The syntheses and the X-ray structure analyses of the charge-transfer complexes of tetrathiafulvalene (TTF) with naphtho[2,3-c][1,2,5]thiadiazole-4,9-dione (1 : 2) (2) and benzol[1,2-c: 4,5-c′]-bis[1,2,5]thiadiazole-4,8-dione (1 : 1) (4) are reported. In their crystal structures both compounds are built up by mixed columnar stacks of donors and acceptors, forming a characteristic packing motive for organic D-A complexes with properties of an electrical insulator.
    Notes: Es wird über die Synthese und die Einkristallröntgenstrukturanalysen der Charge-Transfer-Komplexe von Tetrathiafulvalen mit Naphtho[2,3-c][1,2,5]thiadiazol-4,9-dion (1 : 2) (2) und Benzo-[1,2-c: 4,5-c′]bis[1,2,5]thiadiazol-4,8-dion (1 : 1) (4) berichtet. Beide Verbindungen weisen in ihrer Kristallstruktur aus Donoren und Acceptoren gemischte kolumnare Stapel auf, ein charakteristisches Packungsmotiv organischer D-A-Komplexe mit elektrischen Isolatoreigenschaften.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170523
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  • 35
    Electronic Resource
    Electronic Resource
    Notizen. Die Erzeugung von Nitrosylsalzen in wasserfreien organischen Medien (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1973-1976 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Generation of Nitrosyl Salts in Dry Organic MediaTrimethylsilyl halides (CH3)3SiX (2a - c, X = Cl, Br, I) are sufficiently electrophilic to cleave, in an equilibrium reaction, alkyl nitrites O = NOR (1a, b, R = i-C5H11, C2H5) with formation of O = NX (3a - c) and (CH3)3SiOR (4a, b). This reaction serves as a convenient in-situ-method to generate nitrosyl compounds NOX in chlorinated hydrocarbons as inert organic media.
    Additional Material: 1 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841170526
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    Iminoborane beim thermischen Zerfall der Dialkylazidoborane (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1954-1964 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Iminoboranes from the Thermal Decomposition of DialkylazidoboranesIminoboranes RB = NR (1a - f) are formed by the thermal decomposition of azidoboranes R2BN3 (5a - f) in the gas phase or in solution. At low temperature, the iminoboranes 1b, d, e (R = iPr, iBu, sBu) can be trapped from the gas phase. They are characterized and brought to reaction as isolated species. Without other reactands, the iminoboranes dimerize or trimerize to form the cyclic products 2 or 3, respectively, or polymerize to the wax-like solids 4. Produced in solution below 100 °C, the iminoboranes are azidoborated by the educts 5 to give the (azidoboryl)amines 6 which are transformed into the borazines 3 at 160 - 180 °C. Iminoboranes undergo an ethyloboration with BEt3, a cycloaddition with PhN3, and in the absence of the strongly reactive R2BN3 a concurring cycloaddition and azidosilation with Me3SiN3 with formation of 7 - 10, respectively.
    Notes: Iminoborane RB = NR (1a - f) entstehen beim thermischen Zerfall von Azidoboranen R2BN3 (5a - f) in der Gasphase oder in Lösung. Die aus der Gasphase abgeschiedenen Produkte 1b, d, e (R = iPr, iBu, sBu) lassen sich bei tiefer Temperatur isolieren, charakterisieren und isoliert umsetzen. Mit sich selbst reagieren die in der Gasphase ergzeugten Iminoborane 1a - f unter Cyclodi-oder -trimerisierung oder unter Polymerisierung zu Produkten von Typ 2, 3 bzw. 4. In Lösung unterhalb 100 °C erzeugt, werden die Iminoborane von den Edukten 5 zu Produkten 6 azidoboriert; diese lassen sich bei 160 - 180 °C in Borazine 3 überführen. Iminoborane erfahren durch BEt3 eine Ethyloborierung zu 7, mit PhN3 eine Cycloaddition zu 8 und mit Me3SiN3 nebeneinander eine Cycloaddition zu 9 und eine Azidosilierung zu 10, sofern nicht das Edukt R2BN3 zugegen ist, das dem Azid Me3SiN3 in der Reaktivität gegenüber 1 überlegen ist.
    Additional Material: 6 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841170524
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    Azodesilylierung  -  eine neue aprotische Diazotierungstechnik (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1965-1972 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Azodesilylation - a Novel Aprotic Diazotization TechniqueNitrosyl compounds NOA (4a - e, A = Cl, Br, BF4, CF3SO3, I) - generated partially in situ from O = N - OR/(CH3)3SiA (7a, b, R = i-C5H11, C2H5/8a, b, e, A = Cl, Br, I) - react in aprotic organic media with N,N-bissilylated organylamines RN[Si(CH3)3]2 (3b, R = C6H5; 15, R = CH3) under generation of diazonium systems R - N2+ A- and formation of non-nucleophilic hexamethyldisiloxane (6b). This method represents the first nucleophile excluding diazotization technique on the basis of three-coordinated nitrogen and is termed „azodesilylation“.
    Notes: Nitrosylverbindungen NOA (4a - e, A = Cl, Br, BF4, CF3SO3, I) - teilweise in situ hergestellt aus O = N - OR/(CH3)3SiA (7a, b, R = i-C5H11, C2H5/8a, b, e, A = Cl, Br, I) - reagieren mit N,N-bissilylierten Organylaminen RN[Si(CH3)3]2 (3b, R = C6H5; 15, R = CH3) in aprotischen organischen Medien unter Bildung von Diazonium-Systemen R - N2+ A- und nicht-nucleophilem Hexamethyldisiloxan (6b). Diese Methode repräsentiert die erste, Nucleophile ausschließende Diazotierungstechnik auf der Basis von 3fach koordiniertem Stickstoff und wird als „Azodesilylierung“ bezeichnet.
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    URL: http://dx.doi.org/10.1002/cber.19841170525
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    Acid-catalyzed Cyclization of the Ene-Product Derived from α-Pinene and PTAD (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1977-1979 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Säurekatalysierte Cyclisierung des En-Produkts aus α-Pinen und PTADAluminiumchlorid-katalysierte Reaktion des En-Produkts 2 aus 4-Phenyl-4H-1,2,4-triazol-3,5-dion (PTAD) und α-Pinen (1), des 1-(6,6-Dimelthyl-2-methylenbicyclo[3.1.1]hept-3-yl)-4-phenyl-1,2,4-triazolidin-3,5-dions, ergab 3,8,8-Trimelthyl-N-phenyl-4,5-diazatricyclo[4.2.1.03,7]nonan-4,5-dicarboxamid (6) in 78% Ausbeute. Auch Bortrifluorid-etherat, trockener Chlorwasserstoff und p-Toluolsulfonsäure katalysieren die Cyclisierung von 2 zu 6, aber nicht in diesem Maße. Der Mechanismus der Cyclisierung wird über eine Gerüstumlagerung der Carbenium-Ionen-Zwischenstufen gedeutet.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170527
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    Kettenverlängerung bei Tetrafluor-1,2-ethandisulfenyldichlorid durch Reaktion mit Wasserstoffperoxid (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1980-1981 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Chain Lengthening of Tetrafluoro-1,2-ethanedisulfenyl Dichloride by the Reaction with Hydrogen PeroxideThe reaction of the little compound ClSCF2CF2SCl (1) with aqueous H2O2 results in the formation of ClS2CF2CF2SSCF2CF2SO2Cl(2), which is characterized on the basis of 19F NMR, mass, IR, and Raman spectroscopy.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170528
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    Fluorierungen von Adamantanderivaten mit Sauerstoffdifluorid (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1982-1986 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Fluorination of Adamantane Derivatives with Oxygen DifluorideFluorination of adamantane and adamantane derivatives 1 with OF2 in the absence of an HF-trap gives fluoroadamantanes 2 and adamantanols 3 in varying amounts. Increasing yields of 2 are obtained in the presence of Na2CO3 as an HF-trap. In addition, the fluorooxahomoadamantanes 4b and e are formed in this reaction. The fluorination of adamantanone (5) with OF2 leads to analogous products.
    Additional Material: 2 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841170529
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    Photoelectron Spectra of Some Reduction Products of [2.2]Paracyclophane (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1987-1990 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Photoelektronenspektren einiger Reduktionsprodukte von [2.2]ParacyclophanAnhand des He(I)-Photoelektronen(PE)-Spektrums von 2,3′,5,6′-Tetrahydro[2.2]paracyclophan (2) wird gezeigt, daß die Through-Bond-Wechselwirkung zwischen den Sechsringen klein, innerhalb der Cyclohexadienringe aber groß ist. Über die PE-Spektren der weiteren Hydrierungsprodukte 3 und 4 wird berichtet.
    Additional Material: 2 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170530
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    Synthesen mit Cyclobutadienen, 5. 5,5,6,6-Tetracyan-5,6-dihydrodewarbenzol/3,3,4,4-Tetracyan-3,4-dihydrobenzavalen - ein neues äquilibrierendes System (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1991-1993 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Syntheses with Cyclobutadienes, 51). 5,5,6,6-Tetracyano-5,6-dihydro-Dewar benzene/3,3,4,4-Tetracyano-3,4-dihydrobenzvalene - a Novel Equilibrating SystemThe cyclobutadiene 3 reacts with tetracyanoethylene to give a 1 : 1-mixture of the dihydro-Dewar benzene 5 and the dihydrobenzvalene 6, which can be separated by crystallisation. In deuteriochloroform solution 5 and 6 are in a 1 : 1 equilibrium.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170531
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    Masthead (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984) 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170601
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    Elektronenreiche Heterocyclen als Donorgruppen in Fluoreszenzfarbstoffen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2275-2286 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Electron Rich Heterocycles as Donor Groups in Fluorescent DyesThe synthesis of N-methylphthalimides substituted with the donor groups pyrazole, triazole, benzotriazole, and naphthotriazole in position 4 is described (17, 18, 14, 12). The substituent constants of these groups are obtained by alkaline hydrolysis of the corresponding phthalimide dyes. Their solvatochromism in absorption and fluorescence gives information about charge distribution in ground- and excited state.
    Notes: Die Darstellung von N-Methylphtalimiden wird beschrieben, die in 4-Stellung die Donorgruppen Pyrazol, Triazol, Benzotriazol und Naphthotriazol tragen (17, 18, 14, 12). über die alkalische Hydrolyse des Imids werden die Substituentenkonstanten der Reste bestimmt. Die Solvatochromie in Absorption und Fluoreszenz gibt Information über die Ladungsverteilung in Grund- und angeregtem Zustand.
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    URL: http://dx.doi.org/10.1002/cber.19841170619
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    Aromaten(phosphan)metall-Komplexe, IV. Darstellung von (6-Phosphonio-η5-cyclohexadienyl)-ruthenium(II)-Verbindungen und ihre Umwandlung in dikationische (Benzol)ruthenium(II)-Komplexe [C6H6Ru(PR3′)PR3″]2+ (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 142-151 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Arene(phosphane)metal Complexes, IV1). Synthesis of (6-Phosphonio-η5-cyclohexadienyl)ruthenium(II) Compounds and their Conversion into Dicationic (Benzene)ruthenium(II) Complexes[C6H6Ru(PR3)(PR3′)PR3″]2+The complexes [C6H6RuCl(PR3)PR3′]PF6 (1 - 4) and [C6H6RuCl2(PR3)] (9, 10) react with phosphanes PR3″ in the presence of NH4PF6 to give the (6-phosphonio-η5-cyclohexadienyl)ruthenium(II) compounds [(6-R3″P-η5-C6H6)Ru(PR3)(PR3′)PR3″](PF6)2 (5 - 8 11). Similarly, from [C6H6Ru(CH3CN)3](PF6)2 (12) and PMe3 the complex [(6-Me3P-η5-C6H6)Ru(PMe3)2CH3CN](PF6)2 (13) is formed. The IR and NMR spectra of 5 - 8, 11, and 13 indicate that the phosphonio group is in the exo-position at the sp3 carbon atom of the cyclohexadienyl ligand. Below - 30°C, rotation around the metal-ring bond is so hindered that rigid conformers are detected. Compounds 5 - 8 react with trifluoroacetic acid with elimination of the phosphonio group to yield the PF6 salts of the half-sandwich type complexes [C6H6Ru(PR3)(PR3′)PR3″]2+ (14 - 17).
    Notes: Die Komplexe [C6H6RuCl(PR3)PR3)]PF6 (1 - 4) und [C6H6RuCl2(PR3)] (9, 10) reagieren mit Phosphanen PR3″ in Gegenwart von NH4PF4 zu den (6-Phosphonio-η5-cyclohexadienyl)-ruthenium(II)-Verbindungen [(6-R3″P-η5-C6H6)Ru(PR3)(PR3″](PF6)2 (5 - 8, 11). Aus [C6H6Ru(CH3CN)3](PF6)2 (12) und PMe3 erhält man analog den Komplex (6-Me3P-η5-C6H6)Ru(PMe3)2CH3CN](PF6)2 (13). Die IR- und NMR-Spektren von 5 - 8, 11 und 13 weisen darauf hin, daß sich die Phosphoniogruppierung in der exo-Position am sp3-C-Atom des Cyclohexadienylliganden befindet. Unterhalb - 30°C ist die Rotation um die Metall-Ring-Bindung so stark behindert, daß starre Konformere nachweisbar sind. Die Verbindungen 5 - 8 reagieren mit Trifluoressigsäure unter Abspaltung der Phosphoniogruppe zu den PF6-Salzen der Halbsandwich-Komplexe [C6H6Ru(PR3)(PR3′)PR3″]2+ (14 - 17).
    Additional Material: 4 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841170111
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    Aromaten(phosphan)metall-Komplexe, VI. Synthese von [(RC6H5)OsI(PMe3)2PF6 aus (exo-6-RC6H6)OsI(PMe3)2: Ein Beitrag zum Mechanismus der Aromatisierung substituierter Cyclohexadienylliganden durch „endo-H-Abstraktion“ (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 161-171 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Arene(phosphane)metal Complexes, VI1). Synthesis of [(RC6H5)OsI(PMe3)2]PF6 from (exo-6-RC6H6)OsI(PMe3)2: A contribution to the Mechanism of Aromatization of Substituted Cyclohexadienyl Ligands by „endo-H Abstraction“The compounds (exo-6-RC6H6)OsI(PMe3)2 (2 - 5, 7) react smoothly with [CPh3]PF6 in acetone to give the (arene)osmium(II) complexes [(RC6H5)OsI(PMe3)2]PF6 (8 - 12) in quantitative yield. The hydride elimination proceeds via two (cyclohexadienyl)hydridoosmium(IV) intermediates (13 and 14, 15, respectively) which can be prepared from 2, 5, 6 (R = CH3, n-C4H9, t-C4H9) and CF3CO2H/NH4PF6. The (cyclohexadienyl)hydrido complexes [(RC6H6)Os(H)I(PMe3)2]+ undergo an intramolecular isomerization which leads to a cation possessing a CH2 group in the six-membered ring. This cationic complex or (more probably) the neutral compound (2- or 3-RC6H6)OsI(PMe3)2 formed on deprotonation reacts with [CPh3]+ by abstraction of an exo-hydrogen atom.
    Notes: Die Verbindungen (exo-6-RC6H6)OsI(PMe3)2 (2 - 5, 7) reagieren mit [CPh3]PF6 in Aceton rasch und quantitativ zu den (Aromaten)osmium(II)-Komplexen [(RC6H5)OsI(PMe3)2]PF6 (8 - 12). Die Hydrid-Eliminierung verläuft über zwei (Cyclohexadienyl)hydridoosmium(IV)-Zwischenstufen (13 bzw. 14, 15), die aus 2, 5, 6 (R = CH3, n-C4H9, t-C4H9) und CF3CO2H/NH4PF6 synthetisiert werden können. Die (Cyclohexadienyl)hydrido-Komplexe [(RC6H6)Os(H)I(PMe3)2]+ gehen eine intramolekulare Isomerisierung ein, wobei ein Kation mit einer CH2-Gruppe im Sechsring entsteht. Dieses Komplexkation oder (wahrscheinlicher) die nach Deprotonierung erhaltene Neutralverbindung (2- bzw. 3-RC6H6)OsI(PMe3)2 reagiert mit [CPh3]+ unter Abstraktion eines exo-H-Atoms.
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    URL: http://dx.doi.org/10.1002/cber.19841170113
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    Aromaten(phosphan)metall-Komplexe, V. Zur Addition von Carbanionen an (Benzol)ruthenium(II)- und -osmium(II)-Komplexe. Kristall- und Molekülstruktur von (exo-6-n-C4H9-η5-C6H6)OsI(PMe3)2 (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 152-160 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Arene(phosphane)metal Complexes, V1). On the Addition of Carbanions to (Benzene)ruthenium(II) and -osmium(II) Complexes. The Crystal and Molecular Structure of (exo-6-n-C4H9-η5-C6H6)OsI(PMe3)2The complex [C6H6RuCl(PMe3)2]PF6 (1) reacts with methyllithium to give a mixture of products that contains (η5-C6H6CH3)RuCH3(PMe3)2 (2) as the main component. From 1 and LiC6H5/LiBr the bromide 3 is primarily formed but the final product is (η5-C6H6C6)H5RuC6H5(PMe3)2 (4). Reaction of [C6H6OsI(PMe3)2]PF6 (5) with organyllithium compounds LiR (R = CH3, C2H5, n-C3H7, n-C4H9, t-C4H9, C6H5) yields the complexes (η5-C6H6R)OsI(PMe3)2 (6 - 11). 31P NMR spectra of 6 - 11 indicate restricted rotation at low temperatures around the metal-ring axis. According to X-ray structure analysis of 9 (R = n-C4H9) the cyclohexadienyl ring possesses an envelope conformation. The n-butyl group occupies the exo-position at the sp3-C atom.
    Notes: Der Komplex [C6H6RuCl(PMe3)2]PF6 (1) reagiert mit Methyllithium zu einem Produktgemisch, welches (η5-C6H6CH3)RuCH3(PMe3)2 (2) als Hauptkomponente enthält. Aus 1 und LiC6H5/LiBr entsteht über 3 bei längeren Reaktionszeiten (η5-C6H6C6H5)RuC6H5(PMe3)2 (4). Die Umsetzung von [C6H6OsI(PMe3)2]PF6 (5) mit Organyllithium-Verbindungen LiR (R = CH3, C2H5, n-C3H7, n-C4H9, t-C4H9, C6H5 ergibt die Komplexe (η5-C6H6R)OsI(PMe3)2 (6 - 11), in denen nach den 31P-NMR-Spektren die Rotation um die Metall-Ring-Bindung bei tiefen Temperaturen stark eingeschränkt ist. Die Röntgenstrukturanalyse von 9 (R = n-C4H9) beweist die „Envelope“-Konformation des Cyclohexadienylrings. Die n-Butylgruppe befindet sich in der exo-Position am sp3-C-Atom.
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    URL: http://dx.doi.org/10.1002/cber.19841170112
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    Radikalionen, 55. Die Einelektronen-Oxidation von Tetrahedran zum Cyclobutadien-Radikalkation (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 172-186 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Radical Ions, 55. The One-Electron Oxidation of Tetrahedrane to Cyclobutadiene Radical CationTetra-tert-butyltetrahedrane, on one-electron oxidation using AlCl3 in CH2Cl2, opens to form tetra-tert-butylcyclobutadiene radical cation, which can also be generated under identical reaction conditions from tetra-tert-butylcyclobutadiene itself. The assignments of the ESR and ENDOR spectra are supported by deutero substitution of one tert-butyl group and by MNDO hypersurfaces for the thermal and for the oxidative structural changes of both C4 skeletons. The feasible formation of a valence isomeric tert-butyl(tri-tert-butylcyclopropenyl)carbene radical cation is discussed.
    Notes: Tetra-tert-butyltetrahedran öffnet sich bei Einelektronen-Oxidation mit AlCl3 in CH2Cl2 zum Tetra-tert-butylcyclobutadien-Radikalkation, das unter gleichen Reaktionsbedingungen auch aus Tetra-tert-butylcyclobutadien erzeugt werden kann. Die Zuordnungen der ESR- und ENDOR-Spektren werden durch Deutero-Substitution einer tert-Butyl-Gruppe sowie durch MNDO-Hyperflächen für die thermischen und oxidativen Strukturänderungen der beiden C4-Gerüste gestützt. Die mögliche Bildung eines valenzisomeren tert-Butyl(tri-tert-butylcyclopropenyl)carben-Radikalkations wird diskutiert.
    Additional Material: 4 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170114
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    Saure Komplexone mit Donor-verstärkter Pyridin-Ankergruppe (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 948-954 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Acidic Complexones Bearing Donor-enhancing Pyridine Anchour GroupsThe synthesis, complex stability and -selectivity for alkaline earth metal ions of 2,6-pyridinebis-(methylamine)-N, N, N′, N′-tetraacetic acid (3a) and of their donor-enforced analogues 3b, c are described. The acid dissociation constants and the stability constants of the metal complexes have been measured potentiometrically at 25°C in water of constants ionic strength (μ = 0.1). The stability order is Ca 〉 Mg 〉 Sr 〉 Ba which is analogues to the selectivity of EDTA and comparable aliphatic complexones. The magnitudes of the stability constants of 3a are comparable to those of EDTA, while the donor-enforced analogues 3b, c form less stable complexes with alkaline earth metal ions.
    Notes: Synthese, Komplexstabilität und -selektivität gegenüber Erdalkalimetall-Ionen von 2,6-Pyridinbis(methylamin)-N, N, N′, N′-tetraessigsäure (3a) und ihren Donor-verstäkten Analoga 3b, c werden beschrieben. Die Bestimmung der Dissoziations- und Komplexbildungskonstanten erfolgt potentionmetrisch bei 25°C in Wasser konstanter ionaler Stärke (μ = 0.1). Die Bildungskonstanten der Metallkomplexe nehmen in der Reihenfolge Ca 〉 Mg 〉 Sr 〉 Ba ab und folgen damit der bei EDTA und vergleichbaren aliphatischen Komplexonen vorgefundenen Selektivität. 3a weist mit EDTA vergleichbare hohe Komplexbildungskonstanten auf, während die Donor-verstärkten Analoga 3b, c schwächere Erdalkalimetallkomplexe bilden.
    Additional Material: 1 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170308
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    Darstellung und Röntgenstrukturanalyse des Diels-Alder-Addukts von 4-Phenyl-4H-1,2,4-triazol-3,5-dion an Octavalen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 959-965 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Preparation and X-Ray Structure Analysis of the Diels-Alder Adduct of 4-Phenyl-4H-1,2,4-triazole-3,5-dione with OctavaleneIn the reaction of 4-phenyl-4H-1,2,4-triazole-3,5-dione with octavalene (1) the Diels-Alder adduct 2 is formed. From its X-ray structure analysis the dihedral angle for the bicyclo[1.1.0]butane group, the 2- and 4-positions of which are spanned by four atoms, has been determined to be 122.7°. The bridging bond C1 - C3 has a length of 1.487 Å.
    Notes: Aus Octavalen (1) und 4-Phenyl-4H-1,2,4-triazol-3,5-dion bildet sich das Diels-Alder-Addukt 2. Seine Röntgenstrukturanalyse ergab für das Bicyclo[1.1.0]butan-Gerüst, dessen 2- und 4-Stellung durch vier Atome überbrückt sind, einen Interplanarwinkel von 122.7°. Die Brückenbindung C1 - C3 hat eine Länge von 1.487 Å.
    Additional Material: 3 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170310
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    Kondensierte Ringsysteme, XV. Über die Reaktion von α-Chlorsulfoxiden mit Kalium-tert-butylat am Beispiel der Synthese von Oxapropellenen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 966-981 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Condensed Ring Systems, XV. About the Reaction of α-Chloro Sulfoxides with Potassium tert-Butoxide by the Example of the Synthesis of OxapropellenesThe synthesis of dithia- 1a - 3a and oxathiapropellenes 1b - 3b is described. From 1b - 3b the α-chloro sulfoxides 4 - 6 and α-chloro sulfones 4a - 6a are prepared, or which in most cases several stereoisomeric racemates are obtained. The constitution, configuration, and conformation of the α-chloro sulfoxide 4, the main product obtained from 1b, was elucidated by X-ray structure analysis. Only in that way it was possible to deduce the constitutions and configurations of the other stereoisomeric α-chloro sulfoxides 4 - 6 and α-chloro sulfones 4a - 6a, respectively, using 13C NMR spectroscopy. By the reaction of the α-chloro sulfones 4a - 6a with potassium tert-butoxide (Ramberg-Bäcklund reaction) the corresponding oxapropellenes 7 - 9 are obtained only in low yields (〈 10%). Contrary, the α-chloro sulfoxides 4 - 6, und analogous conditions give yields of 80 - 90% (from 4, 6) and 25% (from 5).
    Notes: Es wird die Synthese der Dithia- 1a - 3a und Oxathiapropellene 1b - 3b beschrieben. Aus 1b - 3b werden die α-Chlorsulfoxide 4 - 6 und α-Chlorsulfone 4a - 6a hergestellt, von denen meist mehrere stereoisomere Racemate erhalten werden. Konstitution, Konfiguration und Konformation des Hauptprodukts der aus 1b erhaltenen α-Chlorsulfoxide 4 wurden durch Röntgenstrukturanalyse ermittelt. Erst dadurch wurde es möglich, mit Hilfe der 13C-NMR-Spektroskopie die Konstitutionen und Konfigurationen der anderen stereoisomeren α-Chlorsulfoxide 4 - 6 und α-Chlorsulfone 4a - 6a aufzuklären. Bei der Reaktion der α-Chlorsulfone 4a - 6a mit Kalium-tert-butylat (Ramberg-Bäcklund-Reaktion) erhält man die entsprechenden Oxapropellene 7 - 9 nur in geringer Ausbeute (〈 10%), während die α-Chlorsulfoxide 4 - 6 unter analogen Bedingungen Ausbeuten von 80 - 90% (aus 4, 6) und 25% (aus 5) ergeben.
    Additional Material: 1 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170311
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    Über die Selektivität bei der Umsetzung von Carbokationen mit Nucleophilen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 982-989 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: On the Selectivity of the Reaction of Carbocations with NucleophilesThe problem of the selectivity of the nucleophilic attack on carbocations according to the HSAB-principle is discussed in relation to the solvolysis in ether of 7,7-bis(trifluoromethylsulfonyloxy)-norbornane (2) and 7,7-bis(trifluoromethylsulfonyloxy)-2-norbornene (4) in presence of dimethyl-magnesium, magnesium iodide and methylmagnesium iodide. The nucleophiles and carbocations are arranged according to the hard-soft-scale, so our results can be explained.
    Notes: Das Problem der Selektivität beim nucleophilen Angriff an Carbokationen wird im Rahmen des HSAB-Prinzips am Beispiel der Solvolysen in Ether von 7,7-Bis(trifluormethylsulfonyloxy)norbornan (2) und 7,7-Bis(trifluormethylsulfonyloxy)-2-norbornen (4) in Anwesenheit von Dimethylmagnesium, Magnesiumiodid und Methylmagnesiumiodid erörtert. Die Nucleophile und die als Zwischenstufen auftretenden Carbokationen werden auf der Hart-weich-Skala eingeordnet, wobei die Ergebnisse erklärt werden können.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170312
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    Dichloropalladium(II)-Komplexe mit α-Aminosäuren, α-Aminosäureestern, Dipeptiden und Dipeptidestern (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1003-1012 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Dichloropalladium(II) Complexes with α-Amino Acids, α-Amino Acid Esters, Dipeptides, and Dipeptide EstersA series of trans-dichloropalladium(II) complexes Cl2PdL2 (L = α-amino acid, α-amino acid ester, dipeptide, dipeptide esters) and cis-Cl2Pd(histidine) has been prepared and spectroscopically characterized. The X-ray structure of trans-Cl2Pd(GlyOEt)2 (3b) has been determined.
    Notes: Eine Reihe von trans-Dichloropalladium(II)-Komplexen Cl2PdL2 mit (L = α-Aminosäure, α-Aminosäureester, Dipeptid, Dipeptidester) sowie cis-Cl2Pd(Histidin) wurde dargestellt und spektroskopisch charakterisiert. Die Röntgenstruktur von trans-Cl2Pd(GlyOEt)2 (3b) wurde bestimmt.
    Additional Material: 1 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170314
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    Der Nachweis eines Radikalketten-Mechanismus für die Knabe-Reaktion von 1,2-Dihydro-2-methylpapaverin (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1436-1454 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Evidence for a Radical Chain Mechanism for the Knabe Reaction of 1,2-Dihydro-2-methylpapaverineA free radical chain mechanism is proposed for the Knabe reaction and the accompanying elimination reaction on account of their nonintegral reaction order and of successful inhibition experiments. 3,4-Dimethoxybenzyl radicals are the chain carrying species. Battersby's synthesis of N-methylpavine (19) from 1,2-dihydro-2-methylpapaverine (9) is dependent on the presence of formic acid as radical chain inhibitor. In the presence of inhibitors 1-benzyl-1,4-dihydro-2-methyl-isoquinolinium ions like 10 are persistent species whose chemistry can now be investigated.
    Notes: Die Knabe-Reaktion von 1,2-Dihydro-2-methylpapaverin (9) und die begleitende Eliminierungsreaktion wurden durch ihre gebrochene Reaktionsordnung und durch die Möglichkeit der Inhibition als Radikalkettenreaktionen erkannt, deren kettentragendes Radikal das 3,4-Dimethoxybenzylradikal ist. Die Synthese von N-Methylpavin (19) aus 1,2-Dihydro-2-methylpapaverin (9) ist an die Anwesenheit von Ameisensäure als Inhibitor der Radikalketten gebunden. Durch Zusatz von Inhibitoren können nun Immoniumionen 10 und analoge Verbindungen stabilisiert und ihre Chemie untersucht werden.
    Additional Material: 2 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170414
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    Azobrücken aus Azinen, III. Unerwartete Bildung einer Verbindung mit parallelen C=C- und N=N-Bindungen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1455-1464 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Azo Bridges from Azines, III. Unexpected Formation of a Compounds with Parallel C=C and N=N Bonds2)Dialdehyde 5 reacts with hydrazine at pH 〉 7 to form the trimeric azine 6Tr, at pH 〈 4, however, to yield unexpectedly 8, which contains parallel C=C and N=N bonds in close proximity. The complex reaction is clarified. 8 is characterized by structure proving reactions and its spectroscopic data.
    Notes: Der Dialdehyd 5 reagiert mit Hydrazin bei pH 〉 7 zu dem trimeren Azin 6Tr, bei pH 〈 4 unerwartet zu 8, das parallel benachbarte C=C- und N=N-Bindungen besitzt. Der komplexe Reaktionsverlauf wird aufgeklärt. 8 wird durch struktursichernde Reaktionen und spektroskopische Daten charakterisiert.
    Additional Material: 1 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170415
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    Azobrücken aus Azinen, IV. Intramolekulare [2 + 2]-Photocycloaddition zwischen parallelen C=C- und N=N-Bindungen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1465-1475 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Azo Bridges from Azines, IV1). Intramolecular [2 + 2] Photocycloaddition of Parallel C=C and N=N BondsThe parallel C=C and N=N bonds in the rigid molecules 1 - 10 photocyclize nearly quantitatively, forming 1,2-diazetidines 11 - 20. Their structure is confirmed by spectroscopic methods and for 13 by X-ray analysis. Radiation induced denitrogenation, the normal reaction for similar compounds without neighbouring C=C bonds, is suppressed even with the sensitive derivatives of 2,3-diazabicyclo[2.2.1]heptene. Photocyclization of 6, carrying two neighbouring C=C bonds, includes only the norbornene bond.
    Notes: In den starren Molekülen 1 - 10 reagieren die benachbarten parallelen C=C- und N=N-Bindungen nahezu quantitativ unter Photocyclisierung zu den 1,2-Diazetidinen 11 - 20, deren Struktur spektroskopisch und für 13 durch Kristallstrukturanalyse bewiesen wird. Die in Abwesenheit der C=C-Bindung beobachtete Photo-Denitrogenierung unterbleibt selbst bei den empfindlichen Derivaten des 2,3-Diazabicyclo[2.2.1]heptens. Photocyclisierung von 6 mit zwei zur N=N-Bindung benachbarten C=C-Bindungen tritt nur mit der Norbornendoppelbindung ein.
    Additional Material: 5 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841170416
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    Aminosäuren, 2. N-Acetyl-α,β-didehydro-α-aminosäureester durch Stickstoffabspaltung aus α-Azidocarbonsäureestern mit Rhenium-Katalysatoren (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1497-1512 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Amino Acids, 21,2). N-Acetyl α,β-Didehydro α-Amino Acid Esters from α-Azidocarboxylic Acid Esters and Acetic Anhydride by Nitrogen Elimination with Rhenium Catalystsα-Azidocarboxylic acid esters 2 react with acetic anhydride in presence of catalytic amounts of rhenium heptasulfide and - if necessary - by addition of hydrochloric acid to give N-acetyl 3 or/and N,N-diacetyl-α,β-didehydro-α-amino acids esters 4 in very good yields. Exclusively monoacetylated products 3 are formed if water ist added before work up.
    Notes: Beim Erwärmen von α-Azidocarbonsäureestern 2 in Acetanhydrid/Essigsäure in Gegenwart katalytischer Mengen Rheniumheptasulfid und gegebenenfalls unter Zugabe von Chlorwasserstoff entstehen in sehr guten Ausbeuten N-Acetyl- 3 und/oder N,N-Diacetyl-α-β-didehydro-α-amino-säureester 4. Durch Zugabe von Wasser vor der Aufarbeitung erfolgt partielle Deacetylierung unter ausschließlicher Bildung der N-Monoacetylverbindungen 3.
    Additional Material: 7 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841170419
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    Aminosäuren, 3. N-Acetylierte α-β-Didehydro-α-aminosäure-Derivate durch Stickstoffabspaltung aus α-Azidocarbonsäureamiden und α-Azido-ω-aminocarbonsäurelactamen mit Rhenium-Katalysatoren (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1513-1522 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Amino Acids, 31). N-Acetylated α-β-Didehydro α-Amino Acid Derivatives by Nitrogen Elimination from α-Azido-carboxylic Acid Amides and α-Azido-ω-aminocarboxylic Acid Lactams with Rhenium Catalystsα-Azidocarboxylic acid amides 2 and α-azido-ω-aminocarboxylic acid lactams 6, respectively, react with acetic anhydride in the presence of rhenium catalysts by nitrogen eliminations to give N-acetyl- 7 and N,N-diacetyl-α,β-didehydro-α-amino acid amides 8, α-acetylamino- 11 and α-diacetylamino-α,β-didehydro-ω-aminocarboxylic acid lactams 12, respectively. Reactions of the educts 6c, d - with a ring size 7 or 8 - additionally lead to the oxazoloazepine 14c and the oxazoloazocine 14d, respectively.
    Notes: Bei der Umsetzung von α-Azidocarbonsäureamiden 2 mit Acetanhydrid in Gegenwart von Rheniumkatalysatoren entstehen unter Stickstoffabspaltung N-Acetyl- 7 und N,N-Diacetyl-α,β-didehydro-α-aminosäureamide 8, bei der von α-Azido-ω-aminocarbonsäurelactamen 6 α-Acetyl-amino- 11 und α-Diacetylamino-α,β-didehydro-ω-aminocarbonsäurelactamen 12, wobei sich aus den Verbindungen 6c, d, mit der Ringgliederzahl 7 bzw. 8 außerdem noch das Oxazoloazepin 14c bzw. das Oxazoloazocin 14d bilden.
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    Beiträge zur Chemie des Phosphors, 1311,2). Synthese und Eigenschaften der Methylendiphosphirane (t-BuP)2C = CR2 (R = H, Me, 4-ClC6H4) (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1542-1550 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Contributions to the Chemistry of Phosphorus, 131. Synthesis and Properties of the Methylenediphosphiranes (t-BuP)2)C = CR2 (R = H, Me, 4-ClC6H4)The first methylenediphosphiranes (diphosphamethylenecyclopropanes) (t-BuP)2C = CH2 (1), (t-BuP)2C = CMe2 (2), and (t-BuP)2C = C(4-ClC6H4)2 (3) were synthesized by [2 + 1] cyclocondensation of K(t-Bu)P - P(t-Bu)K with the corresponding 1,1-dichloroolefins. The homocyclophosphanes (t-BuP)n (n = 4,3) and in the case of 1 mainly H(t-Bu)P - P(t-Bu)H are formed as by-products. The three-membered heterocycles 2 and 3 could be purely isolated as surprisingly stable compounds. According to an X-ray single-crystal analysis 3 possesses approximately C2 symmetry and exhibits one of the smallest bonding angles ψ (P - P - C) = 52.4° on a phosphorus atom experimentally proved so far. Along [100] there are canals filled with disordered n-pentane molecules.
    Notes: Die ersten Methylendiphosphirane (Diphosphamethylencyclopropane) (t-BuP)2C = CH2 (1), (t-BuP)2C = CMe2 (2) und (t-BuP)2C = C(4-ClC6H4)2 (3) wurden durch [2 + 1]-Cyclokondensation von K(t-Bu)P - P(t-Bu)K mit den entsprechenden 1,1-Dichlorolefinen synthetisiert. Als Nebenprodukte entstehen die Homocyclophosphane (t-BuP)n (n = 4,3) und im Fall von 1 vor allem H(t-Bu)P - P(t-Bu)H. Die Dreiringheterocyclen 2 und 3 konnten als thermisch überraschend beständige Verbindungen in reiner Form isoliert werden. 3 besitzt nach der Röntgenstrukturanalyse annähernd die Symmetrie C2 und enthält mit ψ (P - P - C) = 52.4° einen der kleinsten experimentell gesicherten Bindungswinkel am Phosphor. Längs [100] liegen fehlgeordnet mit n-Pentan gefüllte Kanäle vor.
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    URL: http://dx.doi.org/10.1002/cber.19841170422
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    Amination, III. Trimethylsilanol as Leaving Group, V. Silylation - Amination of Hydroxy N-Heterocycles (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1523-1541 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Aminierung, III. Trimethylsilanol als austretende Gruppe, V. Silylierung-Aminierung von Hydroxy-N-heterocyclenDurch Silylierung-Aminierung lassen sich Hydroxy-N-heterocyclen (z. B. 18, 21, 26 u. a.) bequem in einer Einstufen-Eintopfreaktion aminieren (→ 20, 23 - 25 etc.). Aromatische Hydroxy-N-heterocyclen werden durch Silylierung in aktivierte und lipophile Zwischenprodukte vom Typ 3, 8 umgewandelt, die sich in situ mit Ammoniak, primären oder sekundären Aminen zu den entsprechenden mono-, bis- und tris-aminierten Produkten (5, 10) umsetzen. Die Additions-Eliminierungsreaktion von Aminen an O-silylierte Heterocyclen ist Lewissäure-katalysiert und verläuft gewöhnlich in hohen Ausbeuten, falls die austretende Gruppe Trimethylsilanol in situ durch überschüssiges Silylierungsmittel in Hexamethyldisiloxan umgewandelt wird. Anwendungsbreite und Grenzen dieser einfachen Methode werden diskutiert.
    Notes: Hydroxy N-heterocycles such as 18, 21, 26, and others are efficiently aminated in a one-step/one-pot procedure by silylation-amination to give 20, 23 - 25 etc. Silylation converts aromatic hydroxy N-heterocycles into activated and lipophilic intermediates of type 3, 8 which react in situ with ammonia, primary or secondary amines to form the corresponding mono-, bis- or tris-aminated products (5, 10). This addition-elimination of amines to O-silylated heterocycles in Lewis acid-catalyzed and proceeds usually in high yields if the leaving group trimethylsilanol is converted in situ by excess silylated agent into hexamethyldisiloxane. Scope and limitations of this simple procedure are discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170421
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    Benzonitril als 6-Elektronen-Donor-Ligand: Die Cluster Fe3(CO)9(μ3(η2)-NCC6H5) und Fe4(CO)12(μ4(η2)-NCC6H5) (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1572-1582 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Benzonitrile as a 6-Electron Donor Ligand: The Clusters Fe3(CO)9(μ3(η2)-NCC6H5) and Fe4(CO)12(μ4(η2)-NCC6H5)The reaction of Fe3(CO)12 with benzonitrile in the presence of hydrogen leads to the benzonitrile complexes Fe3(CO)9(μ3(η2)-NCC6H5) (1a) and Fe4(CO)12(μ4(η2)-NCC6H5) (2). Their structures were determined crystallographically. The benzonitrile ligand is coordinated to the iron atoms formally via on „s̰-bond“ and two „π-bonds“ in 1a, and via three s̰-bonds and one π-bond in 2.
    Notes: Die Reaktion von Fe3(CO)12 mit Benzonitril in Anwesenheit von Wasserstoff führt zu den beiden Benzonitril-Komplexen Fe3(CO)9(μ3(μ2)-NCC6H5) (1a) und Fe4(CO)12(μ4(η2)-NCC6H5) (2). Ihre Strukturen wurden kristallographisch aufgeklärt. Der Benzonitril-Ligand ist in 1a formal über eine „s̰-Bindung“ und zwei „π-Bindungen“, in 2 über drei s̰-Bindungen und eine π-Bindung an die Eisenatome koordiniert.
    Additional Material: 2 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170425
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    Kernspin-Kopplungskonstanten mit Platin-195 als Kriterien für die Konfigurations-Bestimmung platin-organischer Verbindungen des zweiwertigen Platins (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1606-1619 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Spin-Spin Coupling Constants by Platinium-195 as Criteria for a Configuration Determination in Platinum Organic CompoundsThe platinum organic compounds [Pt(η4-1,5-cyclooctadiene)(XC6H4)2] and cis-[Pt(P(n-Bu)3)2-(XC6H4)2] (X = H, 4-CH3, 4-(CH3)3C, 4-(CH3)2N, 3-F, 4-F, 4-CH3O, 4-CF3; 3a - 4, cis-4a - h) as well as trans-[Pt(P(n-Bu)3)2(4-CH3OC6H4)2] (trans-4g) and trans-[Pt(P(n-Bu)3)2(4-CF3C6H4)2] (trans-4h) have been studied by 31P-, 13C-, and 1H NMR spectroscopy. The coupling constants 1J[195Pt, 31P], nJ[195Pt, 13C], nJ[195Pt, H], and 2J[31P, 13C] show a clear correlation to the ligand configuration at the dsp2-hybridized platinum and can therefore be used as basis for configuration determination.
    Notes: Die platin-organischen Verbindungen [Pt(η4-1,5-cyclooctadien)(XC6H4)2] und cis-[Pt(P(n-Bu)3)2-(XC6H4)] (X = H, 4-CH3, 4-(CH3)3C, 4-(CH3)2N, 3-F, 4-F, 4-CH3O, 4-CF3; 3a - h, cis-4a - h) sowie trans-[Pt(P(n-Bu)3)2(4-CH3OC6H4)2] (trans-4g) und trans-[Pt(P(n-Bu)3)2(4-CF3C6H4)2] (trans-4h) wurden 31P-, 13C- und 1-NMR-spektroskopisch untersucht. Die Kopplungskonstanten 1J[195Pt, 31P], nJ[195Pt, 13C], nJ[195Pt, H] und 2J[31P, 13C] zeigen eine eindeutige Abhängigkeit von der Konfiguration der Liganden am dsp2-hybridisierten Platin; sie können daher zur sicheren Konfigurations-Bestimmung verwendet werden.
    Additional Material: 8 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841170429
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    Zur Struktur von N-Methylencarbonsäureamiden: Röntgenstrukturergebnisse, spektroskopische Untersuchung und quantenmechanische Berechnungen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1597-1605 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: On the Structure of N-Methylenecarboxamides: X-Ray Data, Spectroscopy, and Quantum Mechanical CalculationsN-(Diphenylmethylene)acetamide (1) has been studied by X-ray crystallography as an example for the polyfunctional, highly reactive N-methyleneamides. The dihedral angle (C = N - C = O = 73°) and the bond lengths indicate that there is only little interaction between the C = O and the C = N groups. Extensive ab initio 3-21G calculations for the parent molecule H2C = N - CH = O (2) predict a C - N rotational barrier of ca. 4 kcal/mol with a cisoid form (C = N - C = O = 23°) as the most stable structure. MNDO data as well as spectroscopic properties (IR, 13C NMR) suggest high molecular flexibility due to the many electronic interactions possible for the nitrogen atom.
    Notes: Als Beispiel für die polyfunktionellen N-Methylencarbonsäureamide wurde N-(Diphenylmethylen)acetamid (1) röntgenographisch untersucht. C = N - C = O-Torsionswinkel (73°) und Bindungslängen deuten auf nur geringe Wechselwirkungen zwischen C = O- und C = N-Molekülteil. Ausführliche ab initio-3-21G-Berechnungen am Grundsystem H2C = N - CH = O (2) sagen eine C - N-Rotationsbarriere von ca. 4 kcal/mol voraus, wobei als stabilste Struktur eine cisoide Form (C = N - C = O-Winkel = 23°) gefunden wurde. MNDO-Daten und spektroskopische Untersuchungen (IR, 13C-NMR) deuten ebenfalls auf hohe molekulare Beweglichkeit, die vor allem durch die vielfältigen elektronischen Wechselwirkungsmöglichkeiten des Stickstoffatoms verursacht wird.
    Additional Material: 3 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170428
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    Reduktion von β-Lactamen, I. Reduktion von 3,3,3′,3′-Tetramethyl[1,1′-biazetidin]-2,2′-dion mit komplexen Hydriden (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1659-1670 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reduction of β-Lactams, I. Reduction of 3,3,3′,3′-Tetramethyl[1,1′-biazetidine]-2,2′-dione with Complex HydridesReduction of the title compound 7 with lithium aluminium hydride leads to four products 8 to 11 in yields depending on the reaction conditions. Compounds 8 to 10 are also obtained from the bicyclic hydrazide 12, isomeric with 7. Therefore, the reduction of 7 and 12 is likely to proceed in part via common intermediates. A reaction scheme is proposed to account for the generation of the products. With other hydride reagents complex reaction mixtures are obtained from 7. The reduction of 7 to 3,3,3′,3′-tetramethyl-1,1′-biazetidine (13) failed.
    Notes: Die Reduktion der Titelverbindung 7 mit Lithiumaluminiumhydrid liefert die vier Produkte 8 - 11 in von den Reaktionsbedingungen abhängigen Mengenverhältnissen. Da die Verbindungen 8 - 10 auch aus dem mit 7 isomeren bicyclischen Hydrazid 12 erhalten werden, muß die Reduktion von 7 und 12 z. T. einheitlich ablaufen. Hierfür wird ein Reaktionsschema vorgeschlagen. Mit anderen Hydridübertragungsreagenizen entstehen aus 7 komplexe Produktgemische. Die Reduktion von 7 zu 3,3,3′,3′-Tetramethyl-1,1′-biazetidin (13) gelang nicht.
    Additional Material: 1 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170503
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    Synthese von (Trimethylstannyl)adamantan-Derivaten (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 565-574 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of (Trimethylstannyl)adamantane DerivativesReaction of brominated adamantane compounds with (trimethylstannyl)lithium afforded a series of (trimethylstannyl)adamantane derivatives. Additionally, we found products from fragmentation and reduction reactions which allowed conclusions concerning the mechanisms. Surprisingly high stereoselectivities were observed in most instances. By Wurtz synthesis we obtained 2-adamantyltriphenylstannane.
    Notes: Die Umsetzung bromierter Adamantanverbindungen mit (Trimethylstannyl)lithium lieferte eine Reihe von (Trimethylstannyl)adamantan-Derivaten. Wir fanden zusätzlich Fragmentierungs- und Reduktionsprodukte, die Rückschlüsse auf den Mechanismus zuließen. Überraschend ist die hohe Stereoselektivität der meisten Reaktionen. Durch Wurtz-Synthese wurde auch 2-Adamantyltriphenylstannan erhalten.
    Additional Material: 1 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170212
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    Substituenteneinflüsse auf das Valenzgleichgewicht 4,8-substituierter Homotropilidene (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 575-584 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Influence of Substituents on the Valence-tautomeric Equilibrium of 4,8-Substituted HomotropilidenesThe valence-tautomeric equilibrium of 4,8-substituted homotropilidenes 2 - 4 is governed by electronic (preference of a substituent for attachment to a cyclopropyl or an aliphatic carbon atom) and steric factors. The conformational change chair → boat, which precedes the Cope rearrangement of a homotropilidene, cannot take place when both endo-8- and cis-4-substituents are present.
    Notes: Das Valenzgleichgewicht 4,8-substituierter Homotropilidene 2 - 4 wird durch elektronische (Präferenz eines Substituenten für Cyclopropyl- oder aliphatische Verknüpfung) und sterische Faktoren bestimmt. Die der Cope-Umlagerung vorgeschaltete Konformationsänderung Sessel → Boot wird verhindert, wenn das Homotropiliden sowohl in endo-8- wie in cis-4-Stellung substituiert ist.
    Additional Material: 1 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841170213
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    Heterocyclische β-Enaminoester, 311). Neue 6:7-, 6:8- und 5:6:7-Kombinationen heterokondensierter Pyrimidine aus den Iminophosphoranen heterocyclischer β-Enaminoester. - Stabile heterocyclische Ylide (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 585-621 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Heterocyclic β-Enamino Esters, 311). Novel 6:7-, 6:8, and 5:6:7-Combinations of Heterocondensed Pyrimidines from Iminophosphoranes of Heterocyclic β-Enamino Esters. - Stable Heterocyclic YlidesWith acetylenic esters the (5-azolylimino)triphenylphosphoranes 10a - d do not show any cyclo-addition tendency, while the (2-thienylimino)triphenylphosphoranes 8a, b yield the stable ylids 13a, b. By treatment with phenyl isocyanate the iminophosphoranes 16a - m, 17, and 18a, b afford the carbodiimides 19a - m, 20, and 21a, b; however, 10b - d give the O-ethylisoureas 24b - d. 19a, b, e, f, h are transformed in aqueous ethanol into 6:7-bicycles, namely into oxepino[2,3-d]pyrimidines 25a, b, e, f, h. With isopropylamine the 2-isopropylamino-6:7-bicycles 31a - c, e - h are formed analogously, while in the case of thiocin 21a the 6:8-bicycle 34 is obtained. The salts 33f, g are formed by treating 19f, g or 25f with aqueous diethylamine. Accordingly, 2-aminoethanol, 3-aminopropanol, and ethylenediamine react with 19a, b, f, l to afford the 2-hydroxy- and 2-aminoalkyl-6:7-bicycles 36a - f; by treatment with hydrazine the 2-hydrazinooxepino- and -thiepino[2,3-d]pyrimidines 38a - h and 39 are obtained, which are converted with functional C1-units into 5:6:7-tricycles 43a - d, 45'a, b.
    Notes: Die (5-Azolylimino)triphenylphosphorane 10a - d zeigen mit Acetylendicarbonsäureestern keine Tendenz zur Cycloaddition, während die (2-Thienylimino)triphenylphosphorane 8a, b, zu den stabilen Yliden 13a, b reagieren. Mit Phenylisocyanat ergeben die Iminophosphorane 16a - m, 17 und 18a, b die Carbodiimide 19a - m, 20 und 21a, b; 10b - d liefern statt dessen die O-Ethylisoharnstoffe 24b - d. In wäßrigem Ethanol werden 19a, b, e, f, h in 6:7-Bicyclen, nämlich in die Oxepino[2,3-d]pyrimidine 25a, b, e, f, h umgewandelt. Mit Isopropylamin bilden sich die 2-Isopropylamino-6:7-Bicyclen 31a - c, e - h und im Fall des Thiocins 21a der 6:8-Bicyclus 34. Die Salze 33f, g entstehen durch Einwirkung von wäßrigem Diethylamin auf 19f, g bzw. auf 25f. 2-Aminoethanol, 3-Aminopropanol und Ethylendiamin ergeben mit 19a, b, f. l analog die 2-Hydroxy- und 2-Aminoalkyl-6:7-Bicyclen 36a - f; mit Hydrazin werden die 2-Hydrazinooxepino- und -thiepino[2,3-d]pyrimidine 38a - h und 39 erhalten, die mit funktionellen C1-Bausteinen zu den 5:6:7-Tricyclen 43a - d, 45'a, b führen.
    Additional Material: 24 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841170214
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    Addition von Aldehyden an aktivierte Doppelbindungen, XXXIV1). Addition von Aldehyden an cyclische α-Methylenketone (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 682-693 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Addition of Aldehydes to Activated Double Bonds, XXXIV1). Addition of Aldehydes to Cyclic α-Methylene KetonesThe thiazolium salt-catalyzed addition of aldehydes to the cyclic α-methylene ketones 3, 4, 7, 8, 48, and 49 leads to γ-diketones 9 - 22, 50 - 53; some of them were converted into unsaturated ketones 23 - 28, pyrroles 29 - 34, 37 - 43, and furans 35, 36, 44 - 46. The α-methylene ketones were synthesized by retro Diels-Alder reaction of the corresponding norbornene compounds 1, 2, 5, 6, 47.
    Notes: Die Thiazoliumsalz-katalysierte Addition von Aldehyden an die cyclischen α-Methylenketone 3, 4, 7, 8, 48 und 49 führt zu γ-Diketonen 9 - 22, 50 - 53, aus denen einige ungesättigte Ketone 23 - 28, Pyrrol- 29 - 34, 37 - 43 und Furanderivate 35, 36, 44 - 46 synthetisiert wurden. Die Darstellung der α-Methylenketone erfolgte durch Retrospaltung entsprechender Norbornenderivate 1, 2, 5, 6 und 47.
    Additional Material: 7 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841170221
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    Diazadienes as Controlling Ligands in Catalysis, 51). Synthesis of Chiral Diazadienes R* - N = CR' - CR' = N - R* (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 694-701 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Diazadiene als Steuerliganden in der Katalyse, 51). Synthese chiraler Diazadiene R* - N = CR' - CR' = N - R*Die im Prinzip einfache Kondensationsreaktion von Glyoxal (als Hydrat) und 2,3-Butandion mit primären Aminen führt leider bei aliphatischen Aminen mit tertiärem bzw. sekundärem α-Kohlenstoff oftmals zu unerwünschten Additionsprodukten. Unter speziellen Synthesebedingungen können mit (R)-1-Phenylethylamin (1) und (1S,2S,3S,5R)-3-(Aminomethyl)pinan die gewünschten Diimine (Diazadiene (dad): R* - N = CR' - CR' = N - R*, R' = H, CH3) 4, 6 - 8 erhalten werden. Aus (S)-2-Amino-1-butanol (3) werden je nach Dion-Komponente ein Morpholinomorpholin 9 bzw. ein Bioxazolidin 10 gebildet, die von elektronenreichen Metallen in ihrer isomeren Form als Diazadiene gebunden werden ((dad)Mo(CO)4 11 und 12). Die offenkettige dad-Form ist durch O-Silylierung (14, 15) stabilisierbar. Die (dad)Eisen(0)-katalysierte Dimerisierung von Butadien zu 4-Vinyl-1-cyclohexen mit diesen dad-Liganden ergibt Enantiomerenüberschüsse e.e. bis zu 16%.
    Notes: The condensation of glyoxal (as hydrate) or 2,3-butanedione with primary amines is, in principle, a simple reaction. Unfortunately, aliphatic amines with secondary or tertiary α-carbons often give unwanted addition products. Under special reaction conditions the desired diimines (diazadienes (dad): R* - N = CR' - CR' = N - R*, R' = H, CH3) 4, and 6 - 8 are obtained from (R-1-phenyl-ethylamine (1) and (1S,2S,3S,5R)-3-(aminomethyl)pinane (2). Depending on the dione, a morpholinomorpholine 9 and a bioxazolidine 10 are formed from (S)-2-amino-1-butanol (3), which are bound by electron-rich metals in their isomeric dad form ((dad)Mo(CO)4 11 and 12). The acyclic dad structure is stabilized by O-silylation (14, 15). The (dad)iron(0) catalyzed dimerization of butadiene with these controlling ligands to 4-vinyl-1-cyclohexene occurs with an enantiomeric excess up to 16%.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170222
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    Anwendung der hochaufgelösten Festkörper-NMR-Spektroskopie zur Bestimmung der Ring-Ketten-Tautomerie (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 702-709 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Application of High-Resolution Solid State NMR Spectroscopy for the Determination of the Ring-Chain TautomerismThe structure of the benzaldehyde derivatives 1 and 2 showing ring-chain tautomerism was investigated by NMR spectroscopy in the solid state and in solution. Difficulties in preparing single crystals, low solubility, and the presence of solvent in the crystal prevent an X-ray analysis and other spectroscopic methods. The structural problem was solved by C-13 CP-MAS NMR spectroscopy. 2-[2-(Methylamino)ethyl]-3-nitrobenzaldoxime (1) exists in the chain form in the crystal but is in equilibrium with the cyclic isomer in solution. Two different types of crystals were obtained from the aminoethenylbenzaldehyde derivative 2, one of them containing the chain the other the cyclic form of 2. Signal assignments in the solid state result from comparison with the spectra in solution, which have been partially assigned by 2D 1H 13C NMR shift correlation.
    Notes: Die Struktur der Benzaldehyd-Derivate 1 und 2, die Ring-Ketten-Tautomerie zeigen, wird durch NMR-Spektroskopie im festen und gelösten Zustand untersucht. Schwierigkeiten beim Züchten von Einkristallen sowie die Schwerlöslichkeit bzw. die Anwesenheit von Kristallösungsmittel verhinderten die Anwendung der Röntgenstrukturanalyse und anderer spektroskopischer Methoden. Mit Hilfe von C-13-CP-MAS-NMR-Spektren wird das Strukturproblem lösbar. In 2-[2-(Methyl-amino)ethyl]-3-nitrobenzaldoxim (1) liegt im Kristall die offene Form vor, die in Lösung mit dem cyclischen Tautomeren 1b im Gleichgewicht steht. Vom Aminoethenylbenzaldehyd-Derivat 2 lassen sich zwei verschiedene Kristalle gewinnen, in denen alternativ die offene und die cyclische Struktur vorliegt. Zur Signalzuordnung werden die Festkörper-NMR-Spektren mit den z. T. durch 2D-1H-13C-NMR-Verschiebungskorrelation zugeordneten C-13-Spektren verglichen.
    Additional Material: 2 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170223
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    Asymmetrische Katalysen, 121). Neue optisch aktive P, N-Liganden und ihr Einsatz in der Rh-katalysierten asymmetrischen Hydrierung und Hydrosilylierung (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 710-724 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Asymmetric Catalyses, 121). New Optically Active P,N Ligands and Their Use in Rh-Catalyzed Asymmetric Hydrogenation and HydrosilylationNew P,N-ligands 2, 4 and 5 were prepared by Schiff base condensation of (2-formylphenyl)diphenyl- and tris(2-formylphenyl)phosphane with (R)-(+)-1-phenylethylamine and ethylenediamine. (R)-(+)-aminphos (6) was obtained by hydrogenation of the C = N bond in (R)-(+)-iminphos (2). The new imine ligands form stable chelate complexes. The pseudotetrahedral CpFe(CO)[R)-(+)-iminphos]PF6 was separated into the diastereoisomes with respect to the Fe configuration. The square planar Rh[(R)-(+)-iminphos]2X is obtained as a cis/trans mixture. The isolated Rh complexes and the combinations [Rh(COD)Cl]2/2, 4, and 6, respectively, were used as catalysts for the homogeneous hydrogenation of (Z)-α-(acetylamino)cinnamic acid and for the hydrosilylation of acetophenone with diphenysilane. The optical yield of 1-phenyl-ethanol, the product of hydrolysis of the hydrosilylation, increases with increasing ligand excess, decreasing catalyst concentration, and decreasing temperature.
    Notes: Neue P,N-Liganden 2, 4 und 5 wurden durch Schiffbasenkondensation von (2-Formylphenyl)diphenyl- und Tris(2-formylphenyl)phosphan mit (R)-(+)-1-Phenylethylamin und Ethylendiamin dargestellt. (R)-(+)-aminphos (6) wurde durch Hydrierung der C = N-Bindung in (R)-(+)-iminphos (2) erhalten. Die neuen Imin-Liganden bilden stabile Chelatkomplexe. Das pseudotetraedrische CpFe(CO)[(R)-(+)-iminphos]PF6 wurde in die Diastereomeren bezüglich der Fe-Konfiguration getrennt. Das quadratisch-planare Rh[(R)-(+)-iminphos]2X fällt als cis/trans-Gemisch an. Die isolierten Rh-Komplexe und die Kombinationen [Rh(COD)Cl]2/ 2, 4 bzw. 6 wurden als Katalysatoren für die homogene Hydrierung von (Z)-α-(Acetylamino)zimtsäure und für die Hydrosilylierung von Acetophenon mit Diphenylsilan eingesetzt. Die optische Ausbeute an 1-Phenylethanol, dem Hydrolyseprodukt der Hydrosilylierung, steigt mit zunehmendem Ligandenüberschuß, mit abnehmender Katalysatorkonzentration und mit abnehmender Temperatur.
    Additional Material: 2 Ill.
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    URL: http://dx.doi.org/10.1002/cber.19841170224
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    Synthese und Solvolyse von (Z)/(E)-1-Methyl-2-[2-(1-propin-1-yl)phenyl]vinyl-triflat und 1-Methylen-2-[2-(1-propin-1-yl)-phenyl]ethyl-triflat (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 3021-3033 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis and Solvolysis of (Z)/(E)-1-Methyl-2-[2-(1-propyn-1-yl)phenyl]vinyl Triflate and 1-Methylene-2-[2-(1-propyn-1-yl)phenyl]ethyl TriflateThe synthesis and solvolysis of the triflates (Z)/(E)-8 and 20 in various solvents are described. The (E)-triflate 8 reacts in trifluoroethanol by rearrangement via the intermediate naphthyl cation 9 to give the naphthyl ether 22 and the naphthyl triflate 24. The identification of 1-bromo-2,3-dimethylnaphthalene (26) after addition of bromide ions to the solvolysis confirms 9 as a reactive intermediate. The (Z)-triflate 8 solvolyses preferably to the elimination product 28, the formation of [(3-methyl-2-naphthyl)methyl] (trifluoroethyl) ether (23), however, can not be explained via the cation 9 as an intermediate. The solvolysis of the triflate 20 leads also to the rearranged products 22 and 23.
    Notes: Die Synthese und Solvolyse der Triflate (Z)/(E)-8 und 20 in verschiedenen Lösungsmitteln wird beschrieben. Das (E)-Triflat 8 reagiert in Trifluorethanol bevorzugt unter Umlagerung über das intermediäre Naphthylkation 9 zum Naphthylether 22 und zum Naphthyltriflat 24. Der Nachweis von 1-Brom-2,3-dimethylnaphthalin (26) nach Bromidionenzusatz zur Solvolyse bestätigt 9 als reaktive Zwischenstufe. Das (Z)-Triflat 8 solvolysiert bevorzugt zum Eliminierungsprodukt 28, die Bildung des [(3-Methyl-2-naphthyl)methyl]-(trifluorethyl)-ethers (23) kann jedoch nicht über das Kation 9 als Zwischenstufe erklärt werden. Die Solvolyse des Triflates 20 führt ebenfalls zu den Umlagerungsprodukten 22 und 23.
    Additional Material: 1 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841171004
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    Notizen.Bestimmung absoluter Geschwindigkeitskonstanten bei der radikalischen Addition an Alkene nach der “Quecksilbermethode” (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 3160-3164 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Measurement of Absolute Rates of Radical Additions to Alkenes by the “Mercury Method”Using the 5-hexenyl radical (2) as “radical clock” the rates of radical additions to methyl acrylate (5a) and acrylonitrile (5b) are measured by the “mercury method” (Table 1). Alkyl radicals are trapped by the alkylmercury hydride 1 with rate constants of at least 107 1 · mol-1 · s-1.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841171015
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    Masthead (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984) 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841171101
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  • 75
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    Radikalkettenreaktionen mit Maleinsäureanhydriden  -  Zur kontrathermodynamischen Stereoselektivität (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 3175-3182 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Radical Chain Reactions with Maleic Anhydrides  -  Contrathermodynamic StereoselectivityThe reactions of cyclohexylmercuric chloride with NaBH4 and alkenes 1a-g yield 60-84% of products 3, 4 and 6 in a radical chain process (table 1). Caused by steric effects of substituents Z at least 97% of the radical attack occurs at the unsubstituted carbon atom of maleic anhydrides 1c-g. Only fluoromaleic anhydride 1b is attacked by cyclohexyl radicals predominantly at the substituted carbon atom, because fluorine is a tiny, electron releasing substituent. Radicals 2 are trapped predominantly from the anti-direction by the H-donor (figure 1), yielding cis-compounds 3 as main products. This „contrathermodynamic“ stereoselectivity ranges between 2.3 and 19 (table 1).
    Notes: Die Reaktion von Cyclohexylquecksilberchlorid mit NaBH4 und den Alkenen 1a-g liefert in einer Radikalkettenreaktion die Produkte 3, 4 und 6 in 60- bis 84proz. Ausbeuten (s. Tab. 1). Wegen der sterischen Effekte der Substituenten Z erfolgt der Angriff der Radikale zu mindestens 97% am unsubstituierten C-Atom der Maleinsäureanhydride 1c-g. Allein das Fluormaleinsäureanhydrid 1b wird bevorzugt am substituierten C-Atom durch Cyclohexyl-Radikale angegriffen. Die Ursache für diese umgekehrte Regioselektivität liegt in der geringen Raumerfüllung und dem elektronenspendenden Effekt des Fluoratoms. Die H-Übertragung auf die Radikale 2 erfolgt überwiegend von der anti-Seite (s. Abb. 1), so daß die thermodynamisch instabileren cis-Verbindungen 3 als Hauptprodukte entstehen. Diese „kontrathermodynamische“ Stereoselektivität liegt zwischen 2.3 und 19 (s. Tab. 1).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841171103
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  • 76
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    Reaktive Platin-Komplexe mit α-Aminosäurederivaten und ihre P- und N-Kernresonanzspektren (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1241-1245 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reactive Platinum Complexes with α-Amino Acid Derivatives and their 31P- and 15N Nuclear Magnetic Resonance SpectraThe α-amino acidate chelate complexes (n-Bu3P)(Cl)⊓PtNH2CH(R)COO (1a - c) (R = H, CH3, CHMe2) react with thionyl chloride, phosphorus pentachloride, or acetyl chloride by cleavage of the chelate ring to give complexes with α-amino acyl chloride or acetic glycine anhydride as ligands: (n-Bu3P)Cl2Pt(NH2CH2COCl) (2), (n-Bu3P)Cl4Pt(NH2CH(CHMe2)COCl) (6), (n-Bu3P)-Cl2Pt(NH2CH2CO(O)OCCH3) (4). Using 15N enriched amino acids, the IR, 15N and 31P NMR spectra indicate cis orientation of phosphane and amino groups in all these complexes.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170336
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  • 77
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    Synthesen mit Alkendiazoniumsalzen, III. ω,ω′-Di-1H-1,2,3-triazolylalkane aus Ethendiazonium- hexachloroantimonaten und ω,ω′-Diaminoalkanen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1246-1249 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Syntheses with Alkenediazonium Salts, III. ω,ω′-Di-1H-1,2,3-triazolylalkanes from Ethenediazonium Hexachloroantimonates and ω,ω′-DiaminoalkanesReaction of the ethenediazonium hexachloroantimonates 2 with ω,ω′-diaminoalkanes 3 leads to ω,ω′-di-1H-1,2,3-triazolylalkanes 5.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170337
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  • 78
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    Beiträge zur Chemie des Bors, 135. Additionsverbindungen von 1,3,2-Diazaborolidinen mit Aluminium- und Galliumhalogeniden (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1222-1234 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Contributions to the Chemistry of Boron, 1351). Addition Compounds of 1,3,2-Diazaborolidines with Aluminium and Gallium Halides1,3-Dimethyl-1,3,2-diazaborolidines 3 - 6 add aluminium and gallium halides, respectively, in a 1 : 1 molar ratio. The ligand is monodentate in these coordination compounds (3a - e, 4a, 5a, b, 6a). Addition occurs at one of the ring nitrogen atoms irrespective of the B-substituent. A consequence of this coordination is a long BN bond to the chiral tetracoordinated nitrogen atom as well as a considerable shortening of the BN bond involving the tricoordinate ring nitrogen. In addition, the almost planar five-membered ring adopts the envelope conformation as shown by an X-ray structure analysis of 5a. In contrast, the 2-(dimethylamino)diazaborolidine 7 yields unstable 1 : 1 besides stable 1 : 2 adducts 8. In these the Lewis acid is also coordinated to the ring nitrogen atoms only.
    Notes: Die 1,3-Dimethyl-1,3,2-diazaborolidine 3 - 6 addieren Aluminium- oder Galliumhalogenide im Molverhältnis 1 : 1 zu Koordinationsverbindungen 3a - e, 4a, 5a, b, 6a, in denen der Ligand einzähnig ist. Die Anlagerung erfolgt unabhängig vom B-Substituenten an einem Ringstickstoff-Atom. Folge dieser Koordination ist die Ausbildung einer langen BN-Bindung zum chiralen tetra-koordinierten Ring-Stickstoff, eine erhebliche Verkürzung der BN-Bindung zum dreifach koordinierten endocyclischen Stickstoffatom und der Übergang des nahezu planaren Fünfrings in die „envelope“-Konformation, wie die Röntgenstrukturanalyse von 5a belegt. Im Gegensatz dazu liefert das 2-(Dimethylamino)diazaborolidin 7 mit AlX3 und GaX3 instabile 1 : 1- und stabile 1 : 2-Addukte 8. In diesen ist die Lewis-Säure nur an den Ringstickstoff-Atomen koordiniert.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170334
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  • 79
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    Eine einfache Synthese primärer Amine über ihre N,N-Bis(trimethylsilyl)-Derivate (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1250-1254 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A Simple Synthesis of Primary Amines via their N,N-Bis(trimethylsilyl) DerivativesPrimary halogen compounds 1 or the corresponding tosylates react with sodium bis(trimethylsilyl)amide (2) in hexamethyldisilazine to form N,N-bis(trimethylsilyl)amines 3, which are converted into the amine hydrochlorides 5 by treatment with aqueous HCl.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170338
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  • 80
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    Dibenz[a,j]anthracene via Photo-cyclodehydrogenation of 9,10-Dihydro-2-styrylphenanthrene (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1255-1258 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Dibenz[a,j]anthracen durch Photocyclodehydrierung von 9,10-Dihydro-2-styrylphenanthrenWährend aus 2-Styrylphenanthren (1) durch Photocyclodehydrierung Benzo[c]chrysen (2) entsteht, läßt sich unter Ausnutzung der „ΣF*-Regel“5) aus 9,10-Dihydro-2-styrylphenanthren (4) durch Photocyclodehydrierung zu 6 und anschließende Dehydrierung Dibenz[a,j]anthracen (3) erhalten.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170339
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  • 81
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    Eine einfache Synthese der 5-Cyan-2-pyridincarbonsäure und ihres Amids (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1259-1261 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A Simple Synthesis of 5-Cyano-2-pyridinecarboxylic Acid and its AmideThe title compounds 3 and 2 (X = CN) are prepared in good yields by regioselective carbamoylation of 3-cyanopyridine in a Minisci reaction and by consecutive amide hydrolysis with amyl nitrite in HCl-saturated acetic acid. The observed regioselectivity apparently remains confined to carbamoyl and possibly acyl radicals and to - M-effect substituents in 3-position.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170340
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  • 82
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    Masthead (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984) 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170401
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  • 83
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    Masthead (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984) 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170101
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  • 84
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    Zur Umsetzung von 2-Pyrrolcarbaldehyd mit heterosubstituierten Ethenen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1424-1435 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: On the Reaction of 2-Pyrrolecarbaldehyde with Hetero-substituted Ethenes3H-Pyrrolizines 1 have been obtained from reactions of 2-pyrrolecarbaldehyde with ethenylphosphonates 2 and the phosphane oxide 5, respectively, the ratio of products depending on the structure of the educts. On varying the reaction conditions a controlled synthesis of both isomers 1e/f was achieved. Pyrrolizines, formed in a reaction of 2 pyrrolecarbaldehyde with ethenyl phenyl sulfone (3), could not be isolated since the reaction proceeded to give more complex pyrrolizine derivatives and the cyclazine 11. A mechanism is proposed for this multistep reaction. N-Alkylation of 2-pyrrolecarbaldehyde with dihaloalkanes has been carried out using phase transfer catalysis.
    Notes: Umsetzungen des 2-Pyrrolcarbaldehyds mit Ethenylphosphonaten 2 und dem Phosphanoxid 5 führten zu 3H-Pyrrolizinen 1, wobei das Mengenverhältnis der gebildeten Isomeren von der Struktur der Edukte abhängt. In einem Falle (1e/1f) gelang die gezielte Synthese beider Isomeren durch Variation der Reaktionsbedingungen. Die aus 2-Pyrrolcarbaldehyd und Ethenylphenylsulfon (3) entstandenen Pyrrolizine 1e/f reagieren weiter unter Bildung komplexer Pyrrolizinderivate und des Cyclazins 11. Für diese Mehrstufenreaktion wird ein Mechanismus vorgeschlagen. Unter Phasentransfer-Bedingungen gelingen Alkylierungen des 2-Pyrrolcarbaldehyds mit Dihalogenalkanen.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170413
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  • 85
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    Anodische Oxidation von Organoborverbindungen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1400-1423 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Anodic Oxidation of OrganoboranesOrganoboranes are converted into more easily oxidizable borates by reaction with nucleophiles and the alkyl groups are dimerized by anodic oxidation. The oxidation potentials (Ep) of the borates depend strongly on the nature of the complexing nucleophile, for instance Ep = +0.37V (vs. SCE) with OH- or +1.65V with tetrahydrofuran. The dimer yields are optimized with trioctylborane (5) by variation of the electrode material and the electrolyte. At the platinum anode in sodium hydroxide-methanol/tetrahydrofuran yields of 80% are obtained for acyclic alkyl groups, and lower ones for cycloalkyl groups. They exceed those obtained by the Kolbe electrolysis or the oxidation with neutral hydrogen peroxide and they are comparable to those of the AgNO3 oxidation. - The selective preparation of unsymmetrical products from borates with different alkyl groups is not possible, the dimerization proceeds likely via free radicals that couple statistically. Good yields of unsymmetrical coupling products are achieved, when one olefin is used in excess. With chloro-, ethoxy-, acetoxy-, and aryl-substituted alkyl groups the dimers are obtained in 21 - 66% yield, with bromide the yield are lower and with nitriles the dimerization fails.
    Notes: Organoborane werden durch Nucleophile in leichter oxidierbare Borate übergeführt und die Alkylreste durch anodische Oxidation dimerisiert. Die Oxidationspotentiale (Ep) der Borate werden stark vom komplexierenden Nucleophil beeinflußt, z. B. Ep = +0.37V (gKE) mit OH- oder + 1.65 V mit Tetrahydrofuran. Mit Trioctylboran (5) werden die Dimerenausbeuten (10) durch Variation von Elektrodenmaterial und Elektrolyt optimiert. An der Platinanode in KOH-Methanol/Tetrahydrofuran liegen die Ausbeuten für acyclische Alkylreste um 80%, die für Cycloalkane niedriger. Sie übertreffen die der Kolbe-Elektrolyse oder der Oxidation mit neutralem Wasserstoffperoxid und sind denen bei der Oxidation mit Silbernitrat vergleichbar. - Die selektive Darstellung unsymmetrischer Produkte aus Boraten mit unterschiedlichen Alkylresten gelingt nicht; die Dimerisierung verläuft wahrscheinlich über freie Radikale, die statistisch kuppeln. Gute Ausbeuten an unsymmetrischen Kupplungsprodukten werden jedoch erzielt, wenn ein Olefin im Überschuß eingesetzt wird. Mit chlor-, ether-, ester- und arylsubstituierten Alkylresten erhält man Dimere mit 21 - 66% Ausbeute. Mit Bromiden gelingt die Kupplung schlecht, mit Nitrilen überhaupt nicht.
    Additional Material: 12 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170412
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    Hetero-π-Systeme, 9. Über die Beziehungen zwischen Silaethenen und Methylsilylenen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2369-2381 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Hetero-π-Systems, 9. About the Relationships between Silaethenes and MethylsilylenesSilaethenes 1 and the isomeric methylsilylenes 2 are separately existing species, but can readily be interconverted in an argon matrix via a photochemically induced 1,2-H shift. In case of the thermal excitation in the gas phase examples for both directions have been detected spectroscopically: the isomerisation of a silaolefin into the corresponding silylene (1d → 2d) and the formation of a silene from a silylene (2f → 1f).
    Notes: Die Silaolefine 1 und dazu isomeren Methylsilylene 2 sind getrennt existenzfähige Spezies, lassen sich in einer Argonmatrix aber über eine photochemisch induzierte 1,2-H-Wanderung leicht ineinander umwandeln. Bei thermischer Anregung in der Gasphase ist sowohl die Isomerisierung eines Silaolefins zum zugehörigen Silylen (1d → 2d) als auch eines Silylens zum entsprechenden Silen (2f → 1f) direkt spektroskopisch nachweisbar.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170709
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  • 87
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    Cyclopropene als Komplexliganden: η4-Vinylketen-Komplexe des Mangans, Vanadiums und Cobalts; präparative und röntgenographische Ergebnisse (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2469-2478 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Cyclopropenes as Complex Ligands: η4-Vinylketene Complexes of Manganese, Vanadium, and Cobalt; Preparative and X-ray Crystallographic ResultsThe reaction of 1,2,3-triphenylcyclopropene with (η5-C5H5)Mn(CO)3, (η5-C5H5)V(CO)4, (η5-C5H5)Co(CO)2 and Co2(CO)8 yields via ring opening and carbonylation the new compounds LMn(C5H5)CO (1), LV(C5H5)(CO)2 (2), LCo(C5H5) (3, 4) and L2Co2(CO)4 (6) (L = η4-C3Ph3HCO), respectively. In the reaction with (η5-C5H5)Co(CO)2 additionally the formation of 2,3-diphenylindenone (5) is observed. The X-ray structures of 1, 3 and 5 have been determined.
    Notes: Die Umsetzung von 1,2,3-Triphenylcyclopropen mit (η5-C5H5)Mn(CO)3, (η5-C5H5)V(CO)4, (η5-C5H5)Co(CO)2 und Co2(CO)8 ergibt unter Ringöffnung und Carbonylierung die neuen Verbindungen LMn(C5H5)CO (1), LV(C5H5)(CO)2 (2), LCo(C5H5) (3, 4) bzw. L2CO2(CO)4 (6) (L = η4-C3Ph3HCO). Bei der Reaktion mit (η5-C5H5)Co(CO)2 wird außerdem die Bildung von 2,3-Diphenylindenon (5) beobachtet. Die Röntgenstrukturen von 1, 3 und 5 wurden bestimmt.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170718
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  • 88
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    Desaminierungsreaktionen, 40. Zerfall von 3,3-, 5,5- und 7,7-Dimethyl-2-norbornan-diazonium-Ionen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2510-2523 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Deamination Reactions, 401). Decomposition of 3,3-, 5,5-, and 7,7-Dimethyl-2-norbornanediazonium Ionsgem.-Dimethylnorbornyl cations (3, 5) were generated by decomposition of optically active diazonium ion precursors. 6,1- and 6,2-H shifts were detected by structural isomerization and racemization, respectively. Product distributions and optical activities were profoundly affected by the polarity of the solvent. In weakly polar solvents, substitution reactions were associated with much less racemization than hydrogen shifts. Our observations are incompatible with equilibrating open ions but are reasonably explained in terms of unsymmetrical ion pairs.
    Notes: gem.-Dimethylnorbornylkationen (3,5) wurden durch Zerfall optisch aktiver Diazonium-Ionen erzeugt. 6,1- und 6,2-H-Verschiebungen wurden durch Strukturisomerisierung bzw. Racemisierung nachgewiesen. Die Polarität des Lösungsmittels hatte einen starken Einfluß auf Verteilung und optische Aktivität der Produkte. In schwach polaren Lösungsmitteln war die Substitution mit deutlich weniger Racemisierung verbunden als die H-Verschiebung. Unsere Beobachtungen sind mit äquilibrierenden, offenen Carbokationen unvereinbar, werden aber durch unsymmetrische Ionenpaare plausibel gedeutet.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170722
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    Notizen. Addition von Carbonsäuren an (1S)-5,5-Dimethylbicyclo[2.2.1]hept-2-en (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2524-2526 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Addition of Carboxylic Acids to (1S)-5,5-Dimethylbicyclo[2.2.1]hept-2-eneProtonation of the title compound 5 induced Wagner-Meerwein rearrangement and 6,2(6,1)-hydride shifts, depending on the polarity of the acid (trifluoroacetic, acetic, and 2-ethylhexanoic acid). The optical purity of 5,5-dimethyl-2-norbornyl esters (7) exceeded that of 7,7-dimethyl-2-norbornyl esters (9). The results are interpreted in terms of asymmetric ion pairs which are tighter than those involved in deamination reactions.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170723
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    Cäsium-Effekt bei C-C-Bindungsknüpfungen zu vielgliedrigen Kohlenwasserstoff-Ringen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2538-2541 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Cesium Effect in C-C-Bond Forming Reactions Yielding Large Hydrocarbon RingsC-C-bond formations of the Wurtz type following the Müller-Röscheisen procedure [alkali metal + tetraphenylethene (TPE)] leading to [2n]paracyclophane rings 2 have been carried out, comparing sodium, potassium, and cesium as metals. As fig. 1 shows, the selectivity of the oligomer formation starting from 1,4-bis(chloromethyl)benzene (1a) is strongly dependent on the alkali metal used. Sodium/TPE besides 2b predominantly yields the higher oligomers 2c - e. Use of cesium metal/TPE leads to 2b preferentially. With potassium metal/TPE all oligomers 2b - e are obtained in low yields or traces, respectively. According to these results, the oligomer formation in carbocyclic ring systems can be steered by the type of alkali metal applied; cesium seems to favour the formation of conformationally more rigid rings (like 2b).
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170726
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  • 91
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    Intramolekulare [4 + 3]-Cycloaddition von Allylium-2-olaten (Oxallylen) an den Furan-Kern: Synthese Sauerstoff-überbrückter Octahydroazulene und -benzocycloheptene (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2580-2596 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Intramolecular [4 + 3] Cycloaddition of Allylium-2-olates (Oxallyls) to the Furan Nucleus: Synthesis of Oxy-bridged Octahydro-azulenes and -benzocycloheptenesThe grignard reagents prepared from the 2-(ω-chloroalkyl)furans 3b, c can be acylated with the anhydrides or chlorides of chloroacetic, dichloroacetic, and α-chloropropionic acid to form the ω-furyl-substituted α-chloro ketones 1a - d. Treatment of 1 with the lithium perchlorate/triethylamine reagent affords the octahydroepoxyazulenones 2a - c and -1H-benzocycloheptenone 2d, respectively. In the case of 2b and c the exo-connection at C-8a, i.e. trans-anellation of the carbocyclic rings, is preferred.
    Notes: Die aus den 2-(ω-Chloralkyl)furanen 3b, c hergestellten Grignard-Verbindungen können mit den Anhydriden oder Chloriden von Chloressigsäure, Dichloressigsäure und α-Chlorpropionsäure acyliert werden. Die so gebildeten ω-furylsubstituierten α-Chlorketone 1a - d liefern bei der Behandlung mit dem Lithiumperchlorat/Triethylamin-Reagens die Octahydroepoxyazulenone 2a - c und das Octahydroepoxy-1H-benzocycloheptenon 2d. Im Falle von 2b und c ist die exo-Verknüpfung an C-8a, d. h. die trans-Anellierung der carbocyclischen Ringe, bevorzugt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170804
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  • 92
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    Naphtho[b]cycloheptatrienyliden - ein Carben der Tropyliden-Reihe mit neuartigen Eigenschaften (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2644-2659 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Naphtho[b]cycloheptatrienylidene - a Carbene of the Tropylidene Series with Novel PropertiesNaphtho[b]tropylidene (3) possesses a [15]annulene skeleton. It can be generated by flash solvolysis of the sodium salt of naphthotropone tosylhydrazone (4′) in the gas-phase. Thus 1- and 2-methylanthracene (11 and 12) are formed. The decisive step is a carbene carbene rearrangement to anthrylcarbene 6 and 10, respectively. The reaction is position-selective. Intermediates in these reactions should be the bicyclic compounds 5 and 7. In the condensed phase 3 reacts with olefins to afford cycloaddition products 16 and insertion products 17. The cycloaddition via the intermediate anthrylcarbene 6 to 18 is only a side-reaction. The bicycle system 5 formed in the carbene carbene rearrangement could be trapped by dienes to give 21. Non-stereospecific cycloaddition, allyl insertion as well as competition experiments with olefin/diene mixtures suggest an equilibrium mixture of singlet-3⇄ triplet-3⇄ bicycle 5.
    Notes: Naptho[b]tropyliden (3) besitzt ein [15]Annulen-Gerüst. Es kann durch Blitzthermolyse des Natriumsalzes des Naphthotropon-tosylhydrazons 4′ in der Gasphase erzeugt werden. Hierbei werden 1- und 2-Methylanthracen (11 und 12) gebildet. Als entscheidender Schritt läft dabei eine Carben-Carben-Umlagerung zum Anthrylcarben 6 bzw. 10 ab. Die Reaktion selbst ist positionsselektiv. Als Zwischenstufen dürften die Bicyclen 5 und 7 auftreten. In kondensierter Phase reagiert 3 mit Olefinen unter Bildung von Cycloadditionsprodukten 16 und Insertionsprodukten 17. Die Cycloaddition über das intermediäre Anthrylcarben 6 zu 18 verläuft lediglich als Nebenreaktion. Der in einer Carben-Carben-Umlagerung gebildete Bicyclus 5 konnte durch Diene zu 21 abgefangen werden. Nicht-stereospezifische Cycloaddition, Allylinsertion sowie Konkurrenzexperimente mit Olefin/Dien-Gemischen legen für 3 ein Gleichgewichtsgemisch Singulett-3 ⇄ Triplett-3 ⇄ Bicyclus 5 nahe.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170808
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  • 93
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    Erzeugung und Reaktivität von 1-Phosphoryl-1-(phosphoryloxy)-allyl-Anionen und verwandten Verbindungen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2622-2643 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Formation and Reactivity of 1-Phosphoryl-1-(phosphoryloxy)allyl Anions and Related CompoundsThe formation of 1-heterosubstituted 1-phosphorylallyl anions of type 1A from the corresponding vinyl or allyl phosphonates is described. The reactivity in reactions with alkyl halides and carbonyl compounds is investigated. For preparative purposes neither the sulfur derivative 11A nor the oxygen derivatives 16A, 19A, 23A, and 29A show sufficiently high reactivity and selectivity. Only the 3-silylated derivative 25A reacts regioselectively with carbonyl compounds via Wittig-Horner olefination to give functionalized dienes 26 in moderate yields. From those it is possible to remove the phosphoryl, silyl or phosphoryloxy group selectively. Reactivity of dienes 26 in Diels-Alder reactions is poor.
    Notes: Die Bildung von in 1-Stellung heterosubstituierten 1-Phosphoryl-allyl-Anionen vom Typ 1A aus den entsprechenden Vinyl- oder Allylphosphonaten wird beschrieben und ihre Reaktivität gegenüber Alkylhalogeniden und Carbonylverbindungen untersucht. Weder das Schwefel-Derivat 11A noch die Sauerstoff-Derivate 16A, 19A, 23A und 29A besitzen für präparative Nutzung hinreichend hohe Reaktivität und Selektivität. Nur das in 3-Stellung silylierte Derivat 25A reagiert mit Carbonylverbindungen regioselektiv unter Wittig-Horner-Olefinierung in befriedigenden Ausbeuten zu den funktionalisierten Dienen 26. Aus diesen läßt sich selektiv die Phosphoryl-, die Silyl- oder Phosphoryloxygruppe abspalten. Die Reaktivität der Diene 26 in Diels-Alder-Reaktionen ist gering.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170807
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  • 94
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    Niederkoordinierte Phosphor-Verbindungen, 27. Synthese und Reaktionen von Ethinylphosphaalkenen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2693-2702 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Low Coordinated Phosphorus Compounds, 27. Synthesis and Reactions of EthynylphosphaalkenesReactions of the alkyne grignards 2a, b with P-chlorophosphaalkenes 1a, b yield the ethynylphosphaalkenes 5a - d in high yields. 5a, b, d undergo [2 + 2]-cycloaddition forming the 1,3-diphosphetanes 7a, b, d. The structures of 7 are confirmed by NMR spectroscopy and, in part, by X-ray structure determination. With 2,3-dimethyl-1,3-butadiene 5a - d form the 1,2,3,6-tetra-hydrophosphinines 8a - d via [2 + 4]-cycloaddition.
    Notes: Die Umsetzung der P-Chlorphosphaalkene 1a, b mit den Grignard-Alkinen 2a, b liefert die Ethinylphosphaalkene 5a - d in hoher Ausbeute. Durch [2 + 2]-Cycloaddition entstehen daraus 1,3-Diphosphetane 7a, b, d, deren Struktur mittels NMR-Spektroskopie und Röntgenbeugung ermittelt wurde. Mit 2,3-Dimethyl-1,3-butadien erfolgt [2 + 4]-Cycloaddition zu den 1,2,3,6-Tetrahydrophosphininen 8.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170813
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  • 95
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    Synthese und Struktur von 2,6-Dicyanbicyclo[3.3.1]nona-2,6-dienen und 2,6-Dicyanbarbaralanen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2745-2760 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis and Structure of 2,6-Dicyanobicyclo[3.3.1]nona-2,6-dienes and 2,6-DicyanobarbaralanesThe zinc iodide-catalyzed addition of trimethylsilyl cyanide to bicyclo[3.3.1]nonane-2,6-dione (5) yields the sterically defined O-silylated cyanohydrin 9. Trichlorophosphane oxide in pyridine converts the latter to the unsaturated dinitrile 7c. Depending on the amount of N-bromosuccinimide used, the bromination of the dinitrile 7c affords either a mixture of the monobromo- (10) and the dibromodinitrile 7d or pure dibromodinitrile 7d. With sodium methoxide in methanol the monobromodinitrile 10 is converted via concerted dehydrobromination to 2,6-dicyanobarbaralane (8c) The latter is formed almost quantitatively on debromination of the dibromodinitrile 7d with zinc/copper reagent, while sodium methoxide yields the 4-bromo-2,6-dicyanobarbaralane (12). All reactions proceed smoothly in high yields. X-ray structural parameters for bicyclo[3.3.1]nona-2,6-dienes (i. e. 7c, d and 10) and a barbaralane (i. e. 12) have for the first time become available.
    Notes: Zinkiodid-katalysierte Addition von Trimethylsilylcyanid an Bicyclo[3.3.1]nonan-2,6-dion (5) ergibt das sterisch einheitliche O-silylierte Cyanhydrin 9, das mit Trichlorphosphanoxid in Pyridin zum ungesättigten Dinitril 7c umgesetzt wird. Je nach N-Bromsuccinimid-Menge entsteht bei der Bromierung des Dinitrils 7c ein Gemisch aus Monobrom- (10) und Dibromdinitril 7d oder reines Dibromdinitril 7d. Das Monobromdinitril 10 wird durch eine konzertierte Dehydrobromierung mit Natriummethanolat in Methanol in das 2,6-Dicyanbarbaralan (8c) übergeführt. Dieses bildet sich fast quantitativ durch Debromierung des Dibromdinitrils 7d mit Zink/Kupfer, während die Dehydrobromierung von 7d mit Natriummethanolat in Methanol 4-Brom-2,6-dicyanbarbaralan (12) ergibt. Alle Reaktionen verlaufen sehr glatt und mit hohen Ausbeuten. Durch Röntgenstrukturbestimmung der Dinitrile 7c, d und 10 sowie des 4-Brom-2,6-dicyanbarbaralans (12) wurden die exo-Konfiguration der Bromatome von 7d und 10 und erstmal geometrische Parameter von Bicyclo[3.3.1]nona-2,6-dienen und einem Barbaralan ermittelt.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170817
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  • 96
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    Photochemische Stickstoff-Eliminierung aus 1-(1-Alkenyl)-4-tert-butyl-1,4-dihydro-5H-tetrazol-5-onen. Konkurrenz zwischen Methanol-Addition und Cyclisierung einer dipolaren Zwischenstufe (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2761-2778 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Photochemical Elimination of Nitrogen from 1-(1-Alkenyl)-4-tert-butyl-1,4-dihydro-5H-tetrazol-5-ones. Competition between Addition of Methanol and Cyclization of a Dipolar IntermediateThe 4-tert-butyl-1-vinylterazolones 12a - c and the tetrazolones 13 and 14 are synthesized from the 5-chlorotetrazole 7 and the tetrazolone 9 via several routes. Bis(benzonitrile)palladium dichloride catalyses the O → N-Claisen rearrangement 8 → 11, the allyl → vinyl rearrangements 11a → 12b and 11b → 12c, as well as the equilibration 13 → 14. On 254 nm photolysis of the vinyltetrazolones 12 nitrogen is extruded and cyclic and/or acylic products of primary photo-intermediates are formed: In [D3]acetonitrile as solvent, 77% of 1-tert-butylimidazolone 16 arises from 12a, while the tetrazolones 12b, c produce only complex mixtures. In methanol as solvent, the methanol adduct 20a (23%) of the intermediate imidazolone 15a and the acyclic N-(1,2-dimethoxyethyl)urea 22a (32%) are obtained besides 45% of 16. In contrast, from 12c in methanol the corresponding urea 22c is formed almost quantitatively as the only product. In [D4]methanol solution of (E,Z)-12b a ratio of 4-methoxyimidazolidinone 20 b to the diastereomeric ureas 22 b of 22: 78 is observed. With decreasing amounts of [D4]methanol in [D4]methanol/[D3]acetonitrile mixtures, the imidazolidinone 20 b increases at the expense of the ureas 22 b. A 20 b: 22 b ratio of 98: 2 is reached in [D3]acetonitrile containing 3-6% [D4]methanol. This indicates a competition between the cyclization (affording 20 b via 15 b) and the methanol addition (producing 22 b via 21 b) of a dipolar photo-intermediate. The structure of the photo-products are confirmed by independent synthesis of 16 and by their high field proton and carbon-13 NMR spectra.
    Notes: Aus dem 5-Chlortetrazol 7 und dem Tetrazolon 9 werden auf verschiedenen Wegen die 4-tert-Butyl-1-vinyltetrazolone 12a - c sowie die Tetrazolone 13 und 14 hergestellt. Bei der 254-nm-Photolyse der 1-Vinyltetrazolone 12 erhält man in Abhängigkeit von Struktur und Reaktionsbedingungen das Imidazolon 16, die 4-Methoxyimidazolidinone 20 und/oder die N-(1,2-Dimethoxyalkyl)harnstoffe 22. Die Ergebnisse sprechen für eine Konkurrenz zwischen Cyclisierung (→ 15b → 20b) und Methanol-Addition (→ 21b → 22b) einer dipolaren Photozwischenstufe. Die Struktur der Photoprodukte wird durch unabhängige Synthese von 16 sowie Hochfeld-1H-und 13C-NMR-Spektren bewiesen.
    Additional Material: 6 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170818
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    Karl Fries. 1875-1962 (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. XXIII 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841171102
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    Metallorganische Lewis-Säuren, XV1). Cyclodimerisierung von 2-Butin und 2-Pentin an Pentacarbonyl-(tetrafluoroborato)rhenium zu einem koordinierten Methylencyclobuten-Derivat (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 3169-3174 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Organometallic Lewis Acids, XV1). Cyclodimerization of 2-Butyne and 2-Pentyne at Pentacarbonyl(tetrafluoroborato)rhenium to a Coordinated Methylenecyclobutene DerivativeThe reactions of pentacarbonyl(tetrafluoroborato)rhenium, (OC)5ReFBF3 (1a), with 2-butyne and 2-pentyne give the methylenecyclobutene complexes [(CO)5Re(C8H12)]+BF4- (2) and [(CO)5Re(C10H16)]+BF4- (3). From 2, 3 the methylenecyclobutene ligands can be liberated by halide ions.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841171017
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    Metall-π-Komplexe von Benzolderivaten, XXIV1). 1H-NMR-Koordinationsverschiebung und Ringstromschwächung bei Sandwichkomplexen, studiert am Beispiel Bis(η6-[10]paracyclophan)chrom(0) (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 3165-3168 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Metal π-Complexes of Benzene Derivatives, XXIV1). 1H NMR Coordination Shift and Ring Current Quenching in Sandwich Complexes as Studied for Bis(η6-[10]paracyclophane)chromium(0)The title compound was prepared by means of metal atom-ligand vapor cocondensation. Its most conspicuous feature, the well defined disposition of 20 methylene groups in the periphery of the title complex is employed to gauge via 1H NMR the coordination induced quenching of the aromatic ring current in arenes.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841171016
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  • 100
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    Gasphasenchemie metastabiler Thiophen-Radikalkationen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 3194-3204 
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    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Gas Phase Chemistry of Metastable Thiophene Cation RadicalsThe unimolecular loss of acetylene from metastable thiophene cation radicals (1) has been studied by means of 13C and deuterium labelling and semi-empirical molecular orbital calculations (MINDO/3). It is shown that direct loss of acetylene from unrearranged 1 amounts to less than 5.3%:1.2% involving C-α/C-β and 4.1% for loss of C-β/C-β for dissociations with lifetimes t ≈ 10-5.5s. More than 94% of the long-lived molecular ions rearrange prior to dissociation, and it is shown that the majority of 1 (64.5%) undergoes complete carbon atom scrambling, presumably via the tricyclic cation radical 12. 30.2% of 1 suffer a degenerate isomerization involving either the pyramidal cation radical 11 or the bicyclic cation radicals 13, the latter undergoing a “Merry-go-round” rearrangement. At shorter lifetimes of 1 (t ≈ 10-6.5S) the isomerization pattern is only slightly changed. In agreement with previous kinetic studies of Butler and Baer8) it is shown by collisional activation mass spectrometry and the MINDO/3-study that the structure of the C2H2S+. ion generated from 1 is best described as that of the thioketene cation radical (18) and not of the isomeric mercaptoacetylene 21. The loss of both deuterated and 13C-labelled acetylene from labelled 1 is subject to a kinetic isotope effect.  -  The syntheses of the various isotopomers are described.
    Notes: Die unimolekulare Acetylen-Eliminierung aus den metastabilen Molekül-Ionen des Thiophens (1) wird durch eine Kombination von MINDO/3-Rechnungen und 13C- und D-Markierung analysiert. Es wird gezeigt, daß Ionen mit einer Lebensdauer von ca. 10-5.5 s nur untergeordnet zu einem direkten Zerfall befähigt sind: 1.2% für die C2H2-Abspaltung aus der C-α/C-β- und 4.1% für die aus der C-β/C-β-Position. Mehr als 94% der metastabilen Ionen erleiden vor ihrem Zerfall eine Isomerisierung, die zu 64.5% über das tricyclische Radikalkation 12 verläuft. Die Umlagerung über das pyramidale Ion 11 oder in Form einer „Merry-go-round“-Isomerisierung über 13 findet zu 30.2% statt. Bei kürzeren Zerfallszeiten (t ≈ 10-6.5s) ändert sich das Verhalten von 1 nicht wesentlich. In Übereinstimmung mit den kinetischen Untersuchungen von Butler und Baer8) belegen sowohl unsere Stoßaktivierungsuntersuchung als auch die MINDO/3-Analyse, daß den resultierenden C2H2S+.-Ionen die Struktur eines Thioketen-Radikalkations (18) und nicht des isomeren Mercaptoacetylens (21) zukommt. Der Verlust von deuteriertem bzw. 13C-markiertem Acetylen ist mit einem kinetischen Isotopieeffekt verknüpft.  -  Die Synthesen der verschiedenen Isotopomeren werden beschrieben.
    Additional Material: 4 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841171105
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