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  • 2000-2004  (27)
  • 1980-1984  (3,521)
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  • Inorganic Chemistry  (9,830)
  • transformation
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  • 1
    Electronic Resource
    Electronic Resource
    The Effects of Molybdenum on the High-Temperature Oxidation Resistance of Thin Foils of Fe–20Cr–5Al at Very High Temperatures (2000)
    Springer
    Oxidation of metals 53 (2000), S. 561-576 
    Details
    ISSN: 1573-4889
    Keywords: Fe–Cr–Al alloy ; oxidation ; molybdenum ; breakaway oxidation ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics
    Notes: Abstract Thin foils of Fe–20Cr–5Al alloys are susceptible to breakawayoxidation once the aluminum content of the substrate has fallen below somecritical value. The combined addition of 0.1 wt.% lanthanum and 0, 1, or 2wt% molybdenum has a beneficial effect on the high-temperature oxidation ofsuch foils. Lanthanum has the well-known reactive-element effect on adhesionof the protective alumina scale, thereby increasing the time to onset ofbreakaway oxidation, while, for alloys containing molybdenum, breakawayoxide spreads relatively slowly over the specimen in comparison to alloysthat contain no molybdenum. In particular, molybdenum-containing alloys areable to develop a protective Cr2O3 layer at the breakawayoxide–substrate interface. Conversely, molybdenum-free alloys form aninternal-oxide zone in the substrate adjacent to this interface, rather thana Cr2O3 layer, so breakaway oxide spreads rapidly. A martensitic phase isobserved in the substrate adjacent to the breakaway oxide formed on Fe–20Cr–5Al–La specimens, which means that theα-phase has transferred to the γ -phase at the temperature ofthe oxidation test (1150°C). Conversely, α-phase is retained inthe molybdenum-containing alloy, even after breakaway takes place, sincemolybdenum, which is a strong ferrite former, is enriched in the alloyadjacent to areas of breakaway oxide. The diffusion rate of chromium isslower in the γ than in the α-phase so a continuouschromium-rich oxide layer, which is effective in inhibiting breakawayoxide from spreading, cannot be established at the breakawayoxide–substrate interface for the molybdenum-free alloys.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1004689211302
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  • 2
    Electronic Resource
    Electronic Resource
    Transformation of the tropane alkaloid-producing medicinal plant Hyoscyamus muticus by particle bombardment (2000)
    Springer
    Transgenic research 9 (2000), S. 163-168 
    Details
    ISSN: 1573-9368
    Keywords: Hyoscyamus muticus ; particle bombardment ; transformation ; tropane alkaloids
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract We report an efficient whole plant transformation system for Hyoscyamus muticus, an important medicinal plant of the Solanaceous family. We developed a system using a plasmid carrying the nptII and gusA genes, which was delivered into leaf explants by particle bombardment. Ten percent of bombarded leaf explants formed kanamycin-resistant callus, from which putative transgenic plants were recovered. The nptII gene conferring kanamycin resistance was found to be incorporated into the genome of all transgenic plants screened. Over 50% of the kanamycin resistant plants showed strong expression of the non-selected gusA gene. The majority of transgenic plants reached maturity, could be self pollinated, and produced fertile seed. A simple and efficient whole plant transformation system for this medicinal plant is an important step in furthering our understanding of tropane alkaloid production in plants.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1008912330067
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  • 3
    Electronic Resource
    Electronic Resource
    Transgenic Trifolium repens with foliage accumulating the high sulphur protein, sunflower seed albumin (2000)
    Springer
    Transgenic research 9 (2000), S. 103-113 
    Details
    ISSN: 1573-9368
    Keywords: inheritance ; Rubisco small subunit promoters ; sonication ; sulphur nutrition ; sunflower albumin ; transformation ; white clover
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract With the aim of increasing the rumen-protected level of the sulphur amino acids cysteine and methionine in Trifolium repens, we introduced the coding sequence of the sunflower seed albumin (SSA) into T. repens by Agrobacterium tumefaciens-mediated transformation. The SSA gene was modified such that the protein would be localised to the endoplasmic reticulum (ER). Four different T-DNA constructions all containing the SSA gene driven by either the promoter of a gene encoding the small subunit of ribulose bisphosphate carboxylase (Rubisco) from Arabidopsis thaliana (A ssu), the promoter of the gene encoding the small subunit of Rubisco of Medicago sativa (L ssu), or the Cauliflower Mosaic Virus 35S promoter (CaMV35S), were transferred to T. repens cv. Haifa. Transgenic T 0-plants and inter-transgenic hybrids were analysed for the level of SSA accumulation in the leaves by western blotting. The highest observed level of SSA accumulation was 0.1% of total extractable leaf protein. We observed that the promoter had a substantive effect on the level of SSA accumulation with A ssu〉CaMV35S〉L ssu. Results from the inter-transgenic hybrids showed that the capacity to synthesise SSA was inherited. However the level of SSA accumulation in the leaves generally appears not to be additive with extra transgenic loci. During this work, we attempted to improve the efficiency of A. tumefaciens-mediated transformation of T. repens using the SAAT-method (Sonication Assisted Agrobacterium-mediated Transformation) on cotyledons of T. repens. T-DNA transfer was in general not enhanced by sonication compared to traditional A. tumefaciens-mediated transformation. Furthermore, Southern blot analyses of plants regenerated from the same cotyledon after A. tumefaciens treatment and under selection, indicated that multiple shoots were usually derived from the same transformation event. We concluded from these results that only one plant from each A. tumefaciens-treated cotyledon should be taken to avoid transgenic clones.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1008967409302
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  • 4
    Electronic Resource
    Electronic Resource
    Efficient Production of Transgenic Cassava Using Negative and Positive Selection (2000)
    Springer
    Transgenic research 9 (2000), S. 405-415 
    Details
    ISSN: 1573-9368
    Keywords: Manihot esculenta ; transformation ; Agrobacterium tumefaciens ; mannose ; hygromycin ; selection
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract In order to improve the efficiency of cassava (Manihot esculenta Crantz) transformation, two different selection systems were assessed, a positive one based on the use of mannose as the selective agent, and a negative one based on hygromycin resistance encoded by an intron-containing hph gene. Transgenic plants selected on mannose or hygromycin were regenerated for the first time from embryogenic suspensions cocultivated with Agrobacterium. After the initial selection using mannose and hygromycin, 82.6% and 100% of the respective developing embryogenic callus lines were transgenic. A system allowing plant regeneration from only transgenic lines was designed by combining chemical selection with histochemical GUS assays. In total, 12 morphologically normal transgenic plant lines were produced, five using mannose and seven using hygromycin. The stable integration of the transgenes into the nuclear genome was verified using PCR and Southern analysis. RT-PCR and northern analyses confirmed the transgene expression in the regenerated plants. A rooting test on mannose containing medium was developed as an alternative to GUS assays in order to eliminate escapes from the positive selection system. Our results show that transgenic cassava plants can be obtained by using either antibiotic resistance genes that are not expressed in the micro-organisms or an antibiotic-free positive selection system.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1026509017142
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  • 5
    Electronic Resource
    Electronic Resource
    Floral Spray Transformation Can Efficiently Generate Arabidopsis (2000)
    Springer
    Transgenic research 9 (2000), S. 471-486 
    Details
    ISSN: 1573-9368
    Keywords: Arabidopsis thaliana ; Agrobacterium tumefaciens ; floral spray ; SOD ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract In this study, floral spray and floral dip were used to replace the vacuum step in the Agrobacterium-mediated transformation of a superoxide dismutase (SOD) gene into Arabidopsis. The transgene was constructed by using a CaMV 35S promoter to drive a rice cytosolic CuZnSOD coding sequence in Arabidopsis. The transgene construct was developed in binary vectors and mobilized into Agrobacterium. When Arabidopsis plants started to initiate flower buds, the primary inflorescence shoots were removed and then transformed by floral spray or floral dip. More than 300 transgenic plants were generated to assess the feasibility of floral spray used in the in planta transformation. The result indicates that the floral spray method of Agrobacterium can achieve rates of in planta transformation comparable to the vacuum-infiltration and floral dip methods. The floral spray method opens up the possibility of in planta transformation of plant species which are too large for dipping or vacuum infiltration.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1026522104478
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  • 6
    Electronic Resource
    Electronic Resource
    Changes in lipid and protein constituents of rafts and caveolae in multidrug resistant cancer cells and their functional consequences (2000)
    Springer
    Glycoconjugate journal 17 (2000), S. 253-259 
    Details
    ISSN: 1573-4986
    Keywords: Cancer ; caveolae ; caveolin ; cholesterol ; glucosylceramide ; multidrug resistance ; rafts ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The carcinogenic process involves a complex series of genetic and biochemical changes that enables transformed cells to proliferate, migrate to secondary sites and, in some cases, acquire mechanisms that make cancer cells resistant to chemotherapy. This phenomenon in its most common form is known as multidrug resistance (MDR). It is usually mediated by overexpression of P-glycoprotein (P-gp) or other plasma membrane ATPases that export cytotoxic drugs used in chemotherapy, thereby reducing their efficacy. However, additional adaptive changes are likely to be required in order to confer a full MDR phenotype. Recent studies have shown that acquisition of MDR is accompanied by up-regulation of lipids and proteins that constitute lipid rafts and caveolar membranes, notably glucosylceramide and caveolin. These changes may be related to the fact that in MDR cells a significant fraction of cellular P-gp is associated with caveolin-rich membrane domains, they may be involved in drug transport and they could have an impact on drug-induced apoptosis and on the phenotypic transformation of MDR cancer cells.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1026553626537
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  • 7
    Electronic Resource
    Electronic Resource
    Transformation of Brassica juncea (L.) Czern with bacterial codA gene enhances its tolerance to salt stress (2000)
    Springer
    Molecular breeding 6 (2000), S. 489-499 
    Details
    ISSN: 1572-9788
    Keywords: Choline oxidase ; glycinebetaine ; transformation ; Brassica juncea ; salt stress
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract The codA gene for biosynthesis of glycinebetaine from Arthrobacter globiformis was used for transforming Brassica juncea cv. Pusa Jaikisan (which lack any means to synthesize glycinebetaine) through Agrobacterium mediated transformation. The stable insertion of the codA gene in the shoots obtained on medium with kanamycin and hygromycin was confirmed by PCR analysis of the nptII gene. Southern hybridization with a codA probe further demonstrated its successful integration. Immunoblot analysis revealed the presence of choline oxidase demonstrating that the bacterial codA gene had been successfully transcribed and translated. The seeds of transgenic lines showed enhanced capacity to germinate under salt stress as compared to that of the wild type. Further, the seedlings of transgenic plants that expressed codA gene showed significantly higher growth than that of the wild type under salt stress conditions. These results demonstrated that the introduction of a biosynthetic pathway for glycinebetaine into Brassica juncea significantly enhanced their salt tolerance. Hence, homozygous genotypes of selected transformed lines can be exploited for improving the salt tolerance of the desirable cultivars of Brassica juncea through breeding programmes.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1026542109965
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  • 8
    Electronic Resource
    Electronic Resource
    Field resistance to Tomato spotted wilt virus in transgenic peanut (Arachis hypogaea L.) expressing an antisense nucleocapsid gene sequence (2000)
    Springer
    Molecular breeding 6 (2000), S. 227-236 
    Details
    ISSN: 1572-9788
    Keywords: antisense DNA ; co-transformation ; nucleocapsid gene ; pathogen-derived resistance ; somatic embryogenesis ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract Peanut (Arachis hypogaea L.) lines transgenic for the antisense nucleocapsid (N) gene of a Tomato spotted wilt virus (TSWV) strain isolated from peanut were generated by microprojectile-mediated transformation of repetitive somatic embryos of cultivars VC1 and AT120. The selectable marker (hygromycin resistance) and the N gene were on separate plasmids. A total of 207 VC1 and 120 AT120 hygromycin-resistant lines were produced. Of all the VC1 plants recovered 71% were cotransformed with the N gene (N+), but all plants were sterile. For AT120, 48 of the transgenic cell lines converted into plants. Polymerase chain reaction (PCR) screening showed 15 of the lines were transgenic for the N gene (N+), and two of these lines were fertile. A field test was conducted in 1998 at Ashburn, GA, using seeds from each fertile line, along with segregated and non-transgenic controls. Plants from four randomly selected field plots were examined for symptoms and analyzed by double-antibody sandwich enzyme-linked immunoabsorbent assay and PCR at 10 and 14 weeks after planting. At 14 weeks, 76% of the N+ plants were symptomless, while 2% were severely symptomatic or dead. In contrast, only 42% of the plants lacking the N gene were symptomless and 50% were severely symptomatic or dead. Northern blot analysis of selected field-resistant plants detected transgene RNA, and the transcript level appeared undiminished after viral exposure.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1009649408157
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  • 9
    Electronic Resource
    Electronic Resource
    Insect- and herbicide-resistant transgenic eucalypts* (2000)
    Springer
    Molecular breeding 6 (2000), S. 307-315 
    Details
    ISSN: 1572-9788
    Keywords: bar ; cry3A ; Eucalyptus ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract Transgenic Eucalyptus camaldulensis containing both the insecticidal cry3A gene and the bar gene (conferring tolerance to the herbicide glufosinate ammonium) have been produced by Agrobacterium tumefaciens-mediated transformation of seedling explants. Transgenic plants from two lines tested were resistant to first instars of chrysomelid beetles that are important pests of commercial Australian eucalypt plantations. Both lines also exhibit tolerance to the broad-spectrum herbicide Liberty® at 6 l/ha (1.2 kg active ingredient per hectare), twice the field application rate. Transgenic insect- and herbicide-resistant eucalypts like these are likely to provide better insect and weed control options in plantations, particularly during the vulnerable establishment phase, provided that any adverse ecological impacts of releasing transgenic trees into the environment can be assessed and minimized.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1009676214328
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  • 10
    Electronic Resource
    Electronic Resource
    Transformation of Japanese persimmon (Diospyros kaki Thunb.) with a bacterial gene for choline oxidase (2000)
    Springer
    Molecular breeding 6 (2000), S. 501-510 
    Details
    ISSN: 1572-9788
    Keywords: choline oxidase ; glycinebetaine ; Japanese persimmon ; salt tolerance ; transformation ; woody plant
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract This report describes the first successful genetic engineering of tolerance to salt in an agriculturally important species of woody plants by Agrobacterium-mediated transformation with the codA gene of Arthrobacter globiformis. This gene encodes choline oxidase, which catalyzes the oxidation of choline to glycinebetaine. The binary plasmid vector pGC95.091, containing a kanamycin-resistance gene (nptII), a gene for β-glucuronidase (gusA) and the codA gene in its T-DNA region, was used with a disarmed strain of Agrobacterium tumefaciens, EHA101, to transform Japanese persimmon (Diospyros kaki Thunb. `Jiro') by the leaf disk transformation method. The pRS95.101 plasmid that included only nptII and gusA in the T-DNA region was used as a control. We selected eight transgenic lines with one or two copies of the T-DNA after transformation with pGC95.091 (PC lines) and three lines after transformation with pRS95.101 (PR lines). The eight PC lines produced choline oxidase and glycinebetaine whereas neither was found in untransformed `Jiro' and in the control PR lines. Transgenic plants grew normally, resembling wild-type plants both in vitro and ex vitro. The activity of photosystem II in leaves of the transgenic Japanese persimmon plants under NaCl stress was determined in terms of the ratio of the variable (F v) to the maximum (F m) fluorescence of chlorophyll (F v/F m). The rate of decline in (F v/F m under NaCl stress was lower in the PC lines than in the control PR lines. These results demonstrated that genetic engineering of Japanese persimmon, which allowed it to accumulate glycinebetaine, enhanced the tolerance to salt stress of this plant.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1026513831290
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  • 11
    Electronic Resource
    Electronic Resource
    Study of the factors influencing Agrobacterium-mediated transformation of pea (Pisum sativum L.) (2000)
    Springer
    Molecular breeding 6 (2000), S. 185-194 
    Details
    ISSN: 1572-9788
    Keywords: Agrobacterium ; transformation ; pea ; Pisum sativum L. ; PCR analysis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract Factors influencing the efficiency of Agrobacterium-mediated transformation of pea were tested using highly efficient, direct regeneration system. The virulence of three Agrobacterium strains (octopine LBA 4404, nopaline C58C1 and succinamopine, hypervirulent EHA 105) clearly varied giving 1 transgenic plant per 100 explants for LBA 4404, 2.2 for C58C1 and 8.2 for EHA 105. To test the efficacy of selection agents we used the hypervirulent EHA 105 strain carrying pGPTV binary vector with one of four different selection genes: nptII, hpt, dhfr or bar. The mean number of transgenic, kanamycin-resistant plants for two cultivars tested was 4.2 per 100 explants and was slightly higher than the number of phosphinothricin-resistant plants (3.6 plants per 100 explants). The proportion of transgenics among kanamycin-selected plants was also higher than among phosphinothricin-resistant plants (35% and 28% respectively). There was no regeneration on hygromycin or methotrexate media (transformation with hpt and dhfr genes). Acetosyringone had no apparent influence on efficiency of transformation with hypervirulent EHA 105 strain, however it did affect the rate of transformation when moderately virulent C58C1 was used. Recovery of transgenic plants was enhanced after application of 5-azacytidine. The presence of integrated T-DNA was checked by PCR and confirmed by Southern hybridization. T-DNA was stably transmitted to the next generation.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1009679908948
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  • 12
    Electronic Resource
    Electronic Resource
    Generation of transgenic wheat (Triticum aestivum L.) for constitutive accumulation of an Aspergillus phytase (2000)
    Springer
    Molecular breeding 6 (2000), S. 195-206 
    Details
    ISSN: 1572-9788
    Keywords: heterologous protein accumulation ; phytate phosphorus digestibility ; phytase ; phytic acid ; transformation ; Triticum aestivum L.
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract The Aspergillus niger phytase-encoding gene (phyA) has been constitutively expressed in wheat. Transgenic wheat lines were generated by microprojectile bombardment of immature embryos, using the bar-Bialaphos selection system. The bar and the phyA gene expression were controlled by the maize ubiquitin-1 promoter. To ensure secretion and glycosylation of the microbial phytase, an expression cassette was designed (Ubi-SP-Phy) where an α-amylase signal peptide sequence was inserted between the promoter and the phytase coding region. A similar cassette was constructed without the signal peptide sequence (Ubi-Phy). Five lines of fertile wheat transformed with the Ubi-SP-Phy were generated and two lines with the Ubi-Phy construct. The inheritance of the phyA gene was monitored through three generations. Western blotting of leaf and seed derived protein revealed the presence of an immunoreacting polypeptide of the size expected for the Aspergillus phytase. Up to 25 days after pollination, the heterologous phytase was exclusively present in the pericarp-seed coat-aleurone fraction. Thereafter, it accumulated in the endosperm in amounts exceeding that found in the seed coat and aleurone. The phyA mRNA and derived protein could at no stage be detected in the embryo. The Ubi-SP-Phy transgenic seeds exhibited up to 4-fold increase of phytase activity while up to 56% increase was found in Ubi-Phy plants. It is concluded that a functional Aspergillus phytase can be produced in significant amounts in wheat grains. This may be of relevance for improving the phytate-phosphorus digestibility when wheat grains are used for non-ruminant animal feed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1009690730620
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  • 13
    Electronic Resource
    Electronic Resource
    Metamorphosis of a Non-Functioning Pituitary Adenoma to Cushing's Disease (2000)
    Springer
    Pituitary 3 (2000), S. 117-122 
    Details
    ISSN: 1573-7403
    Keywords: Cushing's disease ; silent ; pituitary ; tumour ; macroadenoma ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract Silent pituitary adenomas occur in 25–40% of all clinically apparent pituitary tumours. However, the subsequent development of florid Cushing's disease in a patient with a previous non-functioning tumour is extremely rare. We describe a 47 year-old woman presenting initially with a large, invasive and recurrent, non-functioning pituitary tumour. Histopathologic study of the initial tissue did not stain for any hormones. Six years after the initial presentation, she manifested florid ACTH dependent Cushing's syndrome. A recurrent invasive pituitary macroadenoma necessitated a third transphenoidal surgery. The resected specimen, in this instance, revealed positive staining for ACTH, FSH, prolactin, and growth hormone on immunocytochemistry. An incomplete response to surgical, radiation and medical therapy necessitated a bilateral adrenalectomy to control the hypercortisolism, which resulted in remarkable clinical improvement. We also review five previous case reports from the revision literature of similar transformations from non-secreting pituitary adenomas to Cushing's disease. This subset of patients may represent yet another entity in the widening spectrum of Cushing's syndrome.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1009961925780
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  • 14
    Electronic Resource
    Electronic Resource
    Transforming Self and Society: A "Critical Appreciation" Model (2000)
    Springer
    Systemic practice and action research 13 (2000), S. 475-501 
    Details
    ISSN: 1573-9295
    Keywords: reflection ; transformation ; self-society dynamics ; critical systems thinking ; systemic intervention ; critical self-reflection ; ideology-critique ; critical appreciation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Sociology
    Notes: Abstract This paper sets out to uncover some relationships between reflection, discourse and action. By challenging and synthesizing some polemical arguments concerning the creation, maintenance, and transformation of self and society, a model of self-society dynamics that operates through reflection, discourse, and action is developed. The model of self-society dynamics brings together aspects of self-reflection and ideology-critique (explored in the paper), which it is suggested are required for any intervention (transformative action) to be grounded in locally meaningful ways. By creating a dialog community in which self- and group assumptions can be subjected to validation through discourse, it is proposed that a dynamic balance between individual needs and broader societal aims may be achieved. If individuals can be open to such discourse (i.e., they can become critically self-reflective), then it is argued that possibilities for achieving sustainable change will be significantly enhanced.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1009541430809
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  • 15
    Electronic Resource
    Electronic Resource
    Factors involved in Agrobacterium tumefaciens-mediated gene transfer into Pinus nigra Arn. ssp. salzmannii (Dunal) Franco (2000)
    Springer
    Euphytica 114 (2000), S. 195-203 
    Details
    ISSN: 1573-5060
    Keywords: conifers ; salgareño pine ; tissue culture ; transformation ; transient gene expression ; uidA expression ; vir gene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract Cotyledons from dissected sterile embryos of salgareño pine (Pinus nigra Arn. ssp. salzmannii (Dunal) Franco) were inoculated with different disarmed Agrobacterium tumefaciens strains harbouring the binary vector p35SGUSint. The transient expression of a β-glucuronidase gene (uidA) was studied, using a histochemical staining procedure. Nineteen days after inoculation, the activity of β-glucuronidase was detected in epidermal and subepidermal layers of cotyledonary explants. The EHA105 strain harbouring a disarmed agropine-type Ti-plasmid (pTiBO542) was the most effective for gene transfer of the uidA gene. The effects of exudates and extracts from 0-day-old embryos on induction of vir gene expression in A. tumefaciens were also examined. The results of this study showed that salgarño pine embryo exudates contain a substance(s) that induce vir gene expression, in similar way to that observed with 100 μM acetosyringone (AS).All these findings suggest that T-DNA processing and transfer might take place when Agrobacterium infects suitable tissues of salgareño pine.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1003946131356
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  • 16
    Electronic Resource
    Electronic Resource
    Towards genetic transformation in the monocot Alstroemeria L. (2000)
    Springer
    Euphytica 115 (2000), S. 17-26 
    Details
    ISSN: 1573-5060
    Keywords: cell suspension ; monocotyledon ; selection ; somatic embryogenesis ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract The successful application of plant biotechnology to Alstroemeria improvement will largely depend on the availability of an efficient regeneration/transformation system. Regeneration in Alstroemeria is accomplished from nodular embryogenic callus initiated from zygotic embryos. Histological studies of embryogenic callus initiation from 4-weeks old cultured ovules revealed that the outermost layers of the protoderm of the embryogenic nodules divided to form either a new nodule or aproembryo. Transient gene expression after particle bombardment of nodular embryogenic callus was optimized using DNA of pAHC25. The highest β-glucuronidase expression was found when the GUS gene was under control of the maize ubiquitin promoter, the target tissue was placed 5 cm below the microcarrier launch assembly and when the rupture disc-breakage point was between 650–900 psi. Kanamycin blocked regeneration of somatic embryos, however, did not block growth of nodular embryogenic callus. With phosphinothricin both callus growth and regeneration were blocked. Bombardment of nodular embryogenic callus with DNA of pAHC25 combined with selection on medium containing phosphinothricin resulted in putative transgenic chimeric. Friable calli were selected from nodular embryogenic callus and used to initiate suspensions. These cell suspensions were subjected to transformation by particle bombardment using DNA of pAHC25 and resulted in a stable transformed friable callus line after selection based on luciferase activity. Even after 2 years of maintenance this callus line was luciferase positive and the Polymerase Chain Reaction analysis demonstrated the presence of the introduced gene in this friable callus line.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1003979423469
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  • 17
    Electronic Resource
    Electronic Resource
    Rapid transformation and regeneration of alfalfa (Medicago falcata L.) via direct somatic embryogenesis (2000)
    Springer
    Plant growth regulation 31 (2000), S. 155-166 
    Details
    ISSN: 1573-5087
    Keywords: alfalfa ; cell division cycle ; somatic embryogenesis ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract Two simple, rapid and efficient protocols for theregeneration of transformed tetraploid lines ofalfalfa (Medicago falcata L.) have beendeveloped and compared. Leaf explants fromembryogenic lines 47/1-150 and 47/1-5 were inoculatedwith Agrobacterium tumefaciens containingconstructs carrying the nptII selectable markergene and promoter:gusA gene fusions under thecontrol of the CaMV 35S or Arabidopsis cdc2a,CycB1 and CycA2 promoters. In the firstregeneration system (the MSH system), inoculated leafexplants were incubated on MS medium supplemented with2,4-D and kinetin and then subcultured onto plantgrowth regulator-free MS medium in order to inducedirect somatic embryogenesis. In the secondregeneration system (the B5h system), the inoculatedexplants were incubated on B5h medium to induceindirect production of somatic embryos viaembryogenic callus. In both systems, an effectivekanamycin selection regime was employed and wasmaintained when the embryos were subcultured onto arecovery medium (Boi2Y) to promote further embryodevelopment. The use of Boi2Y medium was particularlyimportant for shortening the regeneration time andpromoting a higher frequency of healthy plantletproduction from the somatic embryos. The maturesomatic embryos were finally transferred to plantgrowth regulator-free MS medium for plantletformation. Transgenic plantlets were produced within10–14 weeks in the MSH system and 12–16 weeks in theB5h system. The MSH system appears to be the fastesttransformation system reported for leguminous speciesto date. Confirmation of transformation was obtainedusing a re-callusing assay on kanamycin and subsequentSouthern blot hybridisation and PCR analysis. Theability to induce expression of GUS activity in leafexplants containing the cell division cycle genepromoter:gusA constructs by 2,4-D treatment alsoproved to be a reliable indicator of transformation.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1006306909722
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  • 18
    Electronic Resource
    Electronic Resource
    Agrobacterium-mediated sorghum transformation (2000)
    Springer
    Plant molecular biology 44 (2000), S. 789-798 
    Details
    ISSN: 1573-5028
    Keywords: Agrobacterium tumefaciens ; sorghum ; transformation ; transgenic plants
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Agrobacterium tumefaciens was used to genetically transform sorghum. Immature embryos of a public (P898012) and a commercial line (PHI391) of sorghum were used as the target explants. The Agrobacterium strain used was LBA4404 carrying a `Super-binary' vector with a bar gene as a selectable marker for herbicide resistance in the plant cells. A series of parameter tests was used to establish a baseline for conditions to be used in stable transformation experiments. A number of different transformation conditions were tested and a total of 131 stably transformed events were produced from 6175 embryos in these two sorghum lines. Statistical analysis showed that the source of the embryos had a very significant impact on transformation efficiency, with field-grown embryos producing a higher transformation frequency than greenhouse-grown embryos. Southern blot analysis of DNA from leaf tissues of T0 plants confirmed the integration of the T-DNA into the sorghum genome. Mendelian segregation in the T1 generation was confirmed by herbicide resistance screening. This is the first report of successful use of Agrobacterium for production of stably transformed sorghum plants. The Agrobacterium method we used yields a higher frequency of stable transformation that other methods reported previously.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1026507517182
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  • 19
    Electronic Resource
    Electronic Resource
    A computational procedure for joining separate map sheets (2000)
    Springer
    GeoJournal 52 (2000), S. 253-262 
    Details
    ISSN: 1572-9893
    Keywords: map sheets ; GIS ; seamless spatial database ; transformation ; computational procedure
    Source: Springer Online Journal Archives 1860-2000
    Topics: Geography
    Notes: Abstract Map sheets have been often used as a basic spatial unit for managing spatial data produced from paper maps. This often results in incompatibility between adjacent map sheets, because spatial objects do not cross the boundaries smoothly and even the boundaries themselves do not match their neighbors exactly. To solve the problem this paper proposes a computational procedure for joining separate map sheets to obtain seamless spatial data. Line objects digitized separately in different map sheets are considered, which are frequently used to represent road networks, gas pipelines, and boundaries of polygon objects. The procedure consists of three steps: (1) extraction of end nodes, (2) detection of matching nodes, and (3) transformation of the map sheet. Each step goes interactively so that unexpected errors can be avoided by human observation. To test the validity of the procedure, map sheets are combined containing the road network data of Tokyo 23-ku area, Japan.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1014224325346
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  • 20
    Electronic Resource
    Electronic Resource
    The changing geography of morbidity and mortality in post-communist Poland (2000)
    Springer
    GeoJournal 50 (2000), S. 97-100 
    Details
    ISSN: 1572-9893
    Keywords: disease ; health ; morbidity ; mortality ; pollution ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Geography
    Notes: Abstract In general, the health of Poles improved markedly in the thirty years after the Second World War, but there was some deterioration after 1989 before improvement resumed. Only in the case of cancer is there an upward trend and so Poles are now healthier than they have been at any time in the past. However there are sharp regional variations well exemplified by the incidence of tuberculosis, where there appears to be some correlation with poorer housing and atmospheric pollution. High death rates in Lodz (consistently the highest in the country at the voivodship level between 1989 and 1996), may also be linked with environmental pollution as well as the ageing of the population. Variations between town and country are small, but Poland shows up in a poor light when compared with other European countries. These are important issues for the administration and financing of the welfare services.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1007127431508
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  • 21
    Electronic Resource
    Electronic Resource
    Socioeconomic transformation in rural Romania through the eyes of experts: Demographic and social issues (2000)
    Springer
    GeoJournal 50 (2000), S. 151-155 
    Details
    ISSN: 1572-9893
    Keywords: demography ; experts ; rural ; Romania ; rural development ; social issues ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Geography
    Notes: Abstract There is no standard model of transformation for post- socialist countries and each country encounters specific problems rooted in the geographical characteristics of the areas concerned. The human resources are of the greatest importance because it really matters how people (especially the decision-makers) perceive system change and continually reformulate their expectations and strategies; so investigations into the views of people caught up in the transformation can provide a deeper understanding of the background to structural change. Working the national, regional level and local levels in Romania, experts were asked to consider the advantages and disadvantages arising out of the transformation, the most important problems and constraints for future rural development and the policies needed. The paper examines the responses on demographic and social issues. It emerges the most detailed responses were supplied by local-level representatives while respondents at the regional level steered a middle course between the need to address local problems and the prime importance of stimulating the Romanian economy so as to generate resources for welfare programmes (with the latter issue the overriding concern of interviewees at national level). There was general agreement on the importance of foreign investment and European integration for economic development, with local actors taking only small steps in line with the existing opportunities.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1007120608735
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  • 22
    Electronic Resource
    Electronic Resource
    The effect of DNA/gold particle preparation technique, and particle bombardment device, on the transformation of barley (Hordeum vulgare) (2000)
    Springer
    Euphytica 111 (2000), S. 67-76 
    Details
    ISSN: 1573-5060
    Keywords: Barley ; Hordeum vulgare ; transformation ; particle bombardment ; particle gun
    Source: Springer Online Journal Archives 1860-2000
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
    Notes: Abstract Immature embryos of the spring barley variety GoldenPromise, were bombarded with three different particledelivery systems and both transient and stabletransformation examined. In addition, a range oftechniques for the preparation of the DNA coated goldparticles was examined. Fertile transgenic barleyplants were obtained using three particle preparationtechniques which differed in the amount of gold andDNA used for each bombardment. However, only one ofthe particle delivery systems, the PDS 1000/He device,appeared to be effective in yielding transformedbarley plants.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1003700300235
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  • 23
    Electronic Resource
    Electronic Resource
    Enhanced forskolin production in genetically transformed cultures of Coleus forskohlii by casein hydrolysate and studies on growth and organisation (2000)
    Springer
    Biotechnology letters 22 (2000), S. 133-136 
    Details
    ISSN: 1573-6776
    Keywords: casein hydrolysate ; Coleus forskohlii ; forskolin ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Process Engineering, Biotechnology, Nutrition Technology
    Notes: Abstract Casein hydrolysate at 2.0 g l−1 significantly enhanced forskolin content (2.3 mg g−1 cell dry wt) in a rhizogenic tumourous line, GCO-RCH-2 of Coleus forskohlii. In rooty teratoma line, RC-ST-2/4, forskolin content enhanced to 1.7 mg g−1 cell dry wt in presence of 2.5 g l−1 casein hydrolysate. Unlike untransformed calli and rhizogenic/root cultures, all the forskolin yielding transformed cultures of C. forskohlii have been maintained for over 5 years.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1005618307074
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  • 24
    Electronic Resource
    Electronic Resource
    Two types of new algorithms for finding explicit analytical solutions of nonlinear differential equations (2000)
    Springer
    Applied mathematics and mechanics 21 (2000), S. 1423-1431 
    Details
    ISSN: 1573-2754
    Keywords: nonlinear differential equations ; transformation ; algorithm ; analytical solution ; O175.29
    Source: Springer Online Journal Archives 1860-2000
    Topics: Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Mathematics , Physics
    Notes: Abstract The idea of AC=BD was applied to solve the nonlinear differential equations. Suppose that Au=0 is a given equation to be solved and Dv=0 is an equation to be easily solved. If the transformation u=Cv is obtained so that v satisfies Dv=0, then the solutions for Au=0 can be found. In order to illustrate this approach, several examples about the transformation C are given.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02459221
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  • 25
    Electronic Resource
    Electronic Resource
    Metal resistance in Pseudomonas strains isolated from soil treated with industrial wastewater (2000)
    Springer
    World journal of microbiology and biotechnology 16 (2000), S. 177-182 
    Details
    ISSN: 1573-0972
    Keywords: Conjugation ; metal resistance ; plasmid DNA ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Process Engineering, Biotechnology, Nutrition Technology
    Notes: Abstract Heavy metal concentrations in soil treated with industrial wastewater of Aligarh City (U.P.), India were determined. The analysis of test samples revealed high levels of Fe, Zn, Ni and Cu. A total of 45 Pseudomonas spp. were isolated from soil and were characterized on the basis of morphological, cultural and biochemical characteristics. MICs of Hg2+, Cd2+, Cu2+, Cr3+, and Zn2+ for each isolate were determined. Eighty percent of the strains isolated from soil harboured resistance to copper, whereas 73.3% of the isolates exhibited resistance to cadmium, 71.1% to chromium and zinc and 48.8% to mercury. A maximum MIC of 200 μg/ml for mercury and 1600 μg/ml for other metals was observed. Metal resistance was found to be plasmid mediated as evidenced by transformation studies. Further, the transmissible nature of chromium resistance was confirmed by conjugation. Agarose gel electrophoresis using the miniprep method for plasmid isolation revealed that these isolates harboured plasmids of molecular weights (45 & 47 kb) using EcoRI and HindIII digests of λDNA and undigested λDNA as standard markers.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1008905902282
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  • 26
    Electronic Resource
    Electronic Resource
    Bringing “The Dead” to Life: Reading James Joyce (2000)
    Springer
    Journal of applied psychoanalytic studies 2 (2000), S. 109-115 
    Details
    ISSN: 1573-3459
    Keywords: James Joyce ; “The Dead” ; fiction ; reading ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Psychology
    Notes: Abstract The author offers a personal reading of James Joyce's “The Dead.” She focuses on how the sounds of the language are used to portray the main character's deadness and his beginning to come to life once the barriers to inner self and self-knowledge are broken.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1010193724350
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  • 27
    Electronic Resource
    Electronic Resource
    Transformation of batridene (2000)
    Springer
    Chemistry of natural compounds 36 (2000), S. 137-139 
    Details
    ISSN: 1573-8388
    Keywords: 1,1′,6,6′,7,7′-hexahydroxy-3,3′-dimethyl-5,5′-diisopropyl-2,2′-dinaphthylidene-8,8′-dibarbituric acid ; transformation ; DMSO
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Transformations of 1,1′,6,6′,7,7′-hexahydroxy-3,3′-dimethyl-5,5′-diisopropyl-2,2′-dinaphthylidene-8,8′-dibarbituric acid (batridene) in DMSO are studied.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02236415
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  • 28
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    Electronic Resource
    Intercellular communication and the control of growth: XI. Alteration of junctional permeability by thesrc gene in a revertant cell with normal cytoskeleton (1984)
    Springer
    The journal of membrane biology 82 (1984), S. 207-212 
    Details
    ISSN: 1432-1424
    Keywords: cell-to-cell communication ; cell-to-cell channel ; cell junction ; communicating junction ; gap junction ; Rous sarcoma virus ; transformation ; cancer ; growth control ; tyrosine phosphorylation ; src gene ; protein kinase ; pp60src ; cytoskeleton
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Summary To learn whether the reduction of cell-to-cell communication in transformation is a possible primary effect of pp60src phosphorylation or secondary to a cytoskeletal alteration, we examined the junctional permeability in transformed cells with normal cytoskeleton. The permeability to fluorescentlabelled mono- and diglutamate was compared in clones of Faras' vole cells—clones transformed by Rous sarcoma virus and reverted from that transformation. One revertant clone (partial revertant), had the high levels of pp60src kinase activity and tumorigenicity of the fully transformed parent clone, but had lost the cytoskeletal alterations of that clone. Another revertant clone (full revertant) had lost the tumorigenicity and most of the pp60src kinase activity, in addition (J.F. Nawrocki et al., 1984,Mol. Cell Biol. 4:212). The junctional permeability of thepartial revertant with normal cytoskeleton was similar to that of the fully transformed parent clone with abnormal cytoskeleton. The permeabilities of both were lower than those of thefull revertant and the normal uninfected cell, demonstrating that the junctional change by thesrc gene is independent of the cytoskeletal one.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01871630
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  • 29
    Electronic Resource
    Electronic Resource
    Intercellular communication and the control of growth: X. Alteration of junctional permeability by thesrc gene. A study with temperature-sensitive mutant Rous sarcoma virus (1984)
    Springer
    The journal of membrane biology 82 (1984), S. 191-205 
    Details
    ISSN: 1432-1424
    Keywords: cell junction ; cell-to-cell communication ; cell-to-cell channel ; gap junction ; Rous sarcoma virus ; transformation ; cancer ; growth control ; tyrosine phosphorylation ; src gene ; protein kinase ; pp60src
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Summary To study changes of junctional membrane permeability associated with transformation, the junctions and the nonjunctional membranes of quail embryo-, chick embryo- and mouse-3T3 cell cultures, infected with temperature-sensitive mutant Rous sarcoma virus, were probed with fluorescent-labelled glutamate. Junctional permeability fell in the transformed state. In the quail cells, the fall was detectable within 25 min of shifting the temperature down to the level (permissive) at which tyrosine-phosphorylation by the viralsrc gene product is expressed. This reduction of junctional permeability is one of the earliest manifestations of viral transformation. Normal permeability was restored within 30 min of raising the temperature to the nonpermissive level, a reversibility that could be displayed several times during the span of a cell generation. The reversal seems to reflect a reopening of cell-to-cell channels rather than a synthesis of new ones; it is not blocked by protein-synthesis inhibition. Treatments with cyclic AMP and phosphodiesterase inhibitor or with forskolin, which stimulate serine and threonine phosphorylation—the type of phosphorylation on which normal junctional permeability depends (Wiener & Loewenstein, 1983,Nature 305∶433)—did not abolish, in general, the junctional effect of the virus;src tyrosine-phosphorylation apparently overrides the junctional upregulation mediated by cyclic AMP. Nonjunctional membrane permeability was not sensibly affected by the virus. It was affected, however, by temperature: lowering the temperature from the nonpermissive to the permissive level caused the nonjunctional permeability to fall, andvice versa. This change was unrelated to transformation. Its secondary effect on junctional transfer is in the opposite direction to that produced by the temperature-activated viral transformation.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01871629
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  • 30
    Electronic Resource
    Electronic Resource
    Intercellular communication and the control of growth: XII. Alteration of junctional permeability by simian virus 40. roles of the large and smallT antigens (1984)
    Springer
    The journal of membrane biology 82 (1984), S. 213-220 
    Details
    ISSN: 1432-1424
    Keywords: cell junction ; cell-to-cell communication ; cell-to-cell channel ; gap junction ; simian virus 40 ; DNA virus ; tumor antigens ; transformation ; cancer
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Summary We studied the action of temperature-sensitive mutant simian virus 40—a transformation-inducing DNA virus—on the junctional permeability to mono-, di- and triglutamate in rat embryo-, pancreas islet (epithelia)-, and 10T1/2 cell cultures. Junctional permeability was reduced (reversibly) in the transformed state. To dissect the genetics of this alteration, we used two kinds of mutant virus DNA. One kind had a temperature-sensitive mutation on theA gene, rendering the largeT antigen (the gene product) thermolabile (T + ⇆T −). The other had a deletion on theF gene, in addition, abolishing (permanently) the expression of the littlet antigen (t −). The junctional alteration occurred in the conditionT + t +, but not in the conditionsT − t +,T + t − orT − t −. Both antigens, thus, are necessary for this junctional alteration—a genetic requirement identical to that for decontrol of growth (but distinct from that of the cytoskeletal alteration).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01871631
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  • 31
    Electronic Resource
    Electronic Resource
    Invasiveness of transformed bladder epithelial cells (1984)
    Springer
    Cancer and metastasis reviews 3 (1984), S. 265-296 
    Details
    ISSN: 1573-7233
    Keywords: bladder cells ; urothelial cell lines ; markers for invasiveness ; transformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The invasiveness of bladder tumors has been studied in man, experimental animals, and in tissue culture by numerous authors. The prognostic importance of cellular markers for invasiveness is stressed, and the usefulness of histopathological and cytologic grading, cytogenetic studies, antigenic investigations, and enzymatic characterization is discussed. The invasiveness of bladder cells has frequently been examined in transplantation and explantation experiments. In human urothelial cell cultures three grades of transformation are defined, and a correlation has been established between the invasiveness of these cell lines in a three-dimensional in vitro model and their tumorigenicity in nude mice. The mechanism of tumor invasion is discussed, and it is recommended in future research to make a distinction between invasion en bloc and cellular infiltration.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00048389
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  • 32
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    Electronic Resource
    Presence of a plant cell wall is not required for transformation of Nicotiana by Agrobacterium tumefaciens (1984)
    Springer
    Plant cell, tissue and organ culture 3 (1984), S. 175-188 
    Details
    ISSN: 1573-5044
    Keywords: Agrobacterium tumefaciens ; crown gall ; transformation ; lysopine dehydrogenase ; cell wall ; cell cycle
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Agrobacterium has been used to transform zero to six-day-old cell wall nonregenerating (CWNR) and cell wall regenerating (CWR) leaf protoplasts of tobacco. Transformed cells were selected by phoytohormone autotrophic growth and were verified by detection of the presence of lysopine dehydrogenase. Transformation frequencies in CWNR protoplasts were at least as high as those in CWR protoplasts, indicating that a plant cell wall is not required for the process of crown gall tumorigenesis. Transformation frequencies were highest in two-day-old protoplasts. This age coincides with the onset of DNA synthesis and the first mitosis within the cell populations. We suggest that the initiation of cell cycle activity may be important for the transformation process.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00033739
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  • 33
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    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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  • 34
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    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 
    Details
    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.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170526
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  • 35
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    Electronic Resource
    Iminoborane beim thermischen Zerfall der Dialkylazidoborane (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1954-1964 
    Details
    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.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170524
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  • 36
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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.
    Type of Medium: Electronic Resource
    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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  • 39
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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.
    Additional Material: 2 Tab.
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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 
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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, 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.
    Additional Material: 4 Tab.
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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.
    Additional Material: 1 Ill.
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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 
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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: 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 
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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: 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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  • 53
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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 
    Details
    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.
    Type of Medium: Electronic Resource
    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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  • 55
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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 
    Details
    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 
    Details
    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.
    Additional Material: 3 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841170420
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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 
    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 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.
    Additional Material: 2 Ill.
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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 
    Details
    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 
    Details
    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 
    Details
    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 
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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: 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 
    Details
    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.
    Type of Medium: Electronic Resource
    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.
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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.
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    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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    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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  • 75
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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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  • 76
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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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  • 77
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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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  • 78
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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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  • 79
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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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  • 80
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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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  • 81
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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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  • 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.19841170101
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  • 83
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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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  • 84
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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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  • 85
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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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  • 86
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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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  • 87
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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 
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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: 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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    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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  • 91
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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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  • 92
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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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  • 93
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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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  • 94
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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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  • 95
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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.
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    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 
    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.19841171102
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  • 97
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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 
    Details
    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.
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    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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  • 99
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    Gasphasenchemie metastabiler Thiophen-Radikalkationen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 3194-3204 
    Details
    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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    (η2-Alken)(η5-cyclopentadienyl)organylnickel-Komplexe (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 3231-3254 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: (η2-Alkene)(η5-cyclopentadienyl)organylnickel ComplexesThe (cyclopentadienyl)organylnickel species A, which is formed by reaction of nickelocene (1) with organolithium or organomagnesium halides, can be stabilized by complexation to the C = C bond of an olefin. Below ca. -30°C, the organyllithium compounds react with 1 and olefins to give the (η2-alkene)(η5-cyclopentadienyl)organylnickel complexes 2a-j (alkene: ethylene), 7-14 (alkene: propene) as well as the related methylnickel derivatives 15-17 and 22-25 with alkenes of different types.  - Only one C=C bond of butadiene complexes to give 18, while in the case of substituted 1,3-alkadienes the least substituted double bond is complexed. Temperature dependent NMR spectra are observed; in the case of the CH2=CHR and CH2=CR1R2 complexes as the result of rotation of the alkene around the coordination axis two rotamers can be observed at ca. -60°C. The ability of the organylnickel bond to add to complexed ethylene decreases in the order Ph-Ni (to 28) 〈 c-C3H5-Ni (to 29) 〈 Me-Ni (to 2e). 2d catalyzes the oligomerisation of ethylene at 120°C to give a mixture of butene, hexene, and octene.
    Notes: Das bei der Umsetzung von Nickelocen (1) mit Organylmagnesiumhalogenid bzw. Organyllithium primär entstehende (Cyclopentadienyl)organylnickel A läßt sich durch Komplexierung an die C = C-Bindung eines Olefins stabilisieren. Unterhalb ca. -30°C lassen sich mit Organyllithium die (η2-Alken)(η5-cyclopentadienyl)organylnickel-Komplexe 2a-j (Alken: Ethylen), 7-14 (Alken: Propen) sowie die Methylnickel-Derivate gleichen Typs 15-17 und 22-25 mit verschiedenartigen Alkenen erhalten. Bei Butadien komplexiert nur eine C = C-Bindung zu 18, bei unsymmetrisch substituierten Butadienen ist dies die geringer substituierte Bindung.  -  Rotation des Alkens um die Koordinationsbindungsachse bedingt temperaturabhängige NMR-Spektren; bei Alkenen der Typen CH2=CHR und CH2=CR1R2 sind bei ca. -60°C zwei Rotamere beobachtbar. Die Fähigkeit der Organyl-Nickel-Bindung zur Addition an komplexiertes Ethylen sinkt in der Reihe Ph-Ni (zu 28) 〈 c-C3H5-Ni (zu 29 〈 Me-Ni (zu 2e). 2d katalysiert bei 120°C die Oligomerisierung von Ethylen zu einem Gemisch von Buten, Hexen und Octen.
    Additional Material: 15 Tab.
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    URL: http://dx.doi.org/10.1002/cber.19841171109
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