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  • 1
    Electronic Resource
    Electronic Resource
    Darstellung und Struktur von Pyrazolyl-Kationen mit Polymethin- und Methan-Gerüst (1983)
    Springer
    Monatshefte für Chemie 114 (1983), S. 219-225 
    Details
    ISSN: 1434-4475
    Keywords: Cyanine dyes ; Dipyrazolylmethanes ; Heterocycles ; N-15-NMR ; O-17-NMR ; Phenazon
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The 4-pyrazoline-3-one1 reacts with 4-dimethylaminobenzaldehyde to yield the stable asymmetric cyanine dye2b which reacts with1 to give the colorless (aryl) (dipyrazolyl) methane3b. Using aldehydes with less cationstabilizing groups the polymethines2 are not isolated but only the methanes3. The structures of2b and3 are discussed by1 H,13C and Hetero NMR spectra.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00798325
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  • 2
    Electronic Resource
    Electronic Resource
    Cyclopentadienylidene, XV. Cyclohepta[c]pyrrol-6(2H)-thion, ein stabiles Tropothion (1979)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 112 (1979), S. 2087-2094 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Cyclopentadienylidenes, XV. Cyclohepta[c]pyrrole-6(2H)-thione, a Stable TropothioneCyclohepta[c]pyrrole-6(2H)-thiones (5) are synthesized in two ways from cyclohepta[c]pyrrole-6[2H]-ones (2). The thiones are characterized by reaction with methyl iodide, 9-diazo-1,8-diaza-fluorene (8), and diphenyldiazomethane (11), respectively. Dipole moments of 2 and 5 are reported, spectroscopic data of 5 and of some reaction products are discussed.
    Notes: Cyclohepta[c]pyrrol-6(2H)-one (2) lassen sich nach zwei Methoden in stabile Thioanaloge 5 überführen, die chemisch als Methoiodide 6 und durch Reaktion mit 9-Diazo-1,8-diazafluoren (8) bzw. Diphenyldiazomethan (11) charakterisiert werden können. Dipolmomente von 2 und 5 werden mitgeteilt, spektroskopische Daten von 5 und deren Folgeprodukte diskutiert.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19791120619
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  • 3
    Electronic Resource
    Electronic Resource
    Gekreuzt-konjugierte polychlorierte Cycloheptatrienderivate aus Octachlorcycloheptatrien und Hexachlortropon (1988)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 121 (1988), S. 1595-1600 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Cross-Conjugated Polychlorinated Derivatives of Cycloheptatriene from Octachlorocycloheptatriene and HexachlorotroponeA new convenient synthesis of hexachlorotropone (6) and some condensation reactions of 6 are described, yielding novel polychlorinated cross-conjugated derivatives of cycloheptatriene. Treatment of octachlorocycloheptatriene (5) with benzene/CF3SO3Ag and phenylmalononitrile (28) leads to the first stable [1.6.7]quinarenes 19 and 29, respectively. The structure of 19 is proved by X-ray diffraction and a mechanism is proposed for the reaction. The influence of polychlorination on stability and electronic spectra is discussed.
    Notes: Wir beschreiben eine neue, ergiebige Synthese von Hexachlortropon (6) und einige Kondensationsreaktionen von 6 zu neuen polychlorierten, gekreuzt konjugierten Cycloheptatrienderivaten. Umsetzungen von Octachlorcycloheptatrien (5) mit Benzol/CF3SO3Ag bzw. mit Phenylmalononitril (28) führen zu ersten stabilen [1.6.7]Chinarenen 19 und 29. Die Struktur von 19 wird mit Hilfe einer Röntgenstrukturanalyse bewiesen und ein Bildungsweg vorgeschlagen. Der Einfluß der Polychlorierung auf Stabilität und Elektronenspektren wird diskutiert.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19881210910
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  • 4
    Electronic Resource
    Electronic Resource
    7-Substituierte Cycloheptatriene als Dienophile in der Diels-Alder-Cycloaddition mit inversem Elektronenbedarf (1992)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 171-176 
    Details
    ISSN: 0009-2940
    Keywords: Cycloheptatriene ; Norcaradiene ; Valence isomerization ; [4 + 2] Cycloadditions ; Site selectivity ; Valence isomer selectivity ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 7-Substituted Cycloheptatrienes as Dienophiles in the Diels-Alder Cycloaddition With Inverse Electron DemandA series of 7-substituted cycloheptatrienes 1, including CN, CO2CH3, C6H5, C(CH3)3, CH3, CH(OCH3)2, H, N(CH3)2 groups has been submitted to inverse [4 + 2] cycloaddition with 3,6-bis(trifluoromethyl)-1,2,4,5-tetrazine (5). Reaction of 5 with π-acceptor-substituted cycloheptatrienes such as 1a-c leads exclusively to cyclopropa[f]phthalazines 8 and 9, whereas 7-alkylcycloheptatrienes 1d-f give mixtures of cyclopropa[f]phthalazines 10 and 12 and 7H-cyclohepta[d]pyridazines 11 and 13. Moreover, 7-methylcycloheptatriene (1e) yields three further products 19, 20, 21, derived from heptafulvene 16, formed intermediately by dehydrogenation of 1e. In contrast to 1a - f, reaction of 5 with cycloheptatriene (1g) yields the corresponding 5H-cyclohepta[d]pyridazine 22 quantitatively. Surprisingly, no [4 + 2] cycloadducts are observed with the π-donor-substituted cycloheptatriene 1h. Instead, the indazol 27 and the triazoles 25 and 28 are formed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19921250128
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  • 5
    Electronic Resource
    Electronic Resource
    [4 + 2]-Cycloadditionen mit inversem Elektronenbedarf, XVII. Oxepin und 2,7-Dimethyloxepin als Dienophile bei Diels-Alder-Cycloadditionen mit inversem Elektronenbedarf (1983)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 116 (1983), S. 97-102 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: [4 + 2] Cycloadditions with Inverse Electron Demand, XVII. Oxepin and 2,7-Dimethyloxepin as Dienophiles in Diels-Alder Cycloadditions with Inverse Electron DemandThe cycloaddition reactions of oxepin (1) with the tetrazine 3 and the triazine 12 yield the dihydrooxepino[4,5-d]pyridazine 5 and the oxepino[4,5-c]pyridine 13, resp., via [2 + 4] cycloaddition as well as the phthalazine 9 and the isoquinoline 14, resp., most probably via [6 + 4] cycloaddition. On the contrary, 2,7-dimethyloxepin (15) only gives the products 16 and 20, which result from [2 + 4] cycloaddition. Oxidation of 16 by silver(I) oxide leads to the oxepino[4,5-d]pyridazine 17, which as well as 20 in hydrochloric acid rearranges to the pseudoazulenes 19 and 21, resp.
    Notes: Cycloadditionsreaktionen von Oxepin (1) mit dem Tetrazin 3 oder dem Triazin 12 führen zum Dihydrooxepino[4,5-d]pyridazin 5 bzw. Oxepino[4,5-c]pyridin 13 via [2 + 4]-Cycloaddition und zum Phthalazin 9 bzw. Isochinolin 14 sehr wahrscheinlich via [6 + 4]-Cycloaddition. Mit 2,7-Dimethyloxepin (15) erhält man im Gegensatz dazu lediglich die Reaktionsprodukte 16 und 20, die aus der [2 + 4]-Cycloaddition resultieren. Durch Oxidation von 16 mit Silber(I)-oxid entsteht das Oxepino[4,5-d]pyridazin 17, das in Salzsäure ebenso wie 20 umgelagert wird in das Pseudoazulen 19 bzw. 21.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19831160111
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  • 6
    Electronic Resource
    Electronic Resource
    15N-NMR-Studien an 2-Hydroxyguanidinen und Amidoximen (1985)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 118 (1985), S. 3481-3491 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 15N NMR Studies of 2-Hydroxyguanidines and Amide OximesChemical shifts δ 15N and coupling constants 1J(15N, 1H) have been determined for several 2-hydroxyguanidines 1 and amide oximes 4. Structures and protonation sites of these compounds are discussed. The synthesis of 1-monosubstituted 2-hydroxyguanidines has been improved.
    Notes: Die chemischen Verschiebungen δ 15N und die Kopplungskonstanten 1J(15N, 1H) mehrerer 2-Hydroxyguanidine 1 und Amidoxime 4 wurden bestimmt. Die Strukturen und der Ort der Protonierung dieser Verbindungen werden diskutiert. Die Synthese 1-monosubstituierter 2-Hydroxyguanidine wurde verbessert.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19851180905
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  • 7
    Electronic Resource
    Electronic Resource
    Polycarbonylverbindungen, XXXIII1) Ein neuer schwefelhaltiger “Pseudooxokohlenstoff” der C4-Reihe mit Cyanimin-Funktion (1981)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 114 (1981), S. 3448-3455 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Polycarbonyls, XXXIII1) A Novel Sulfur Containing “Pseudooxocarbon”of the C4 Series with Cyanimine FunctionNucleophilic replacement reaction of cyanamide/triethylamine at 1,2dithioquaric bis(dimethylamide) (6) leads to the corresponding cyanimine derivative 8 and the thiosquaraines 9 and 10. Sulfhydrolysis of 8 yields the novel sulfur containing delocalized “pseudooxocarbon” 22. Alkylation with methyl iodide gives 26 and, Surprisingly, via intermolecular sulfur transfer dimethyl tetrathiosquarate (27). Spectroscopic data, especially those from 13C NMR spectra, are reported.
    Notes: Durch nucleophile Austauschreaktion mit Cyanamid/Triethylamin an 1 2-Dithioquadratsäurebis(dimethylamid) (6) entstehen das Cyaniminderivat 8 und die Thioquadraine 9 und 10. Aus der Sulfhydrolyse von 8 resultiert ein neuer schwefelhaltiger, delokalisierter “Pseudooxokohlenstoff” 22, dessen Alkylierung mit Methyliodid zu 26, überraschenderweise via intermolekularen Schwefeltransfer aber auch zum Tetrathioquadratsäureester 27 führt. Spektroskopische Daten, insbesondere 13C-NMR-Daten, werden mitgeteilt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19811141026
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  • 8
    Electronic Resource
    Electronic Resource
    Reaktionsprodukte aus N,N-Bis(chlormethyl)carboxamiden und Diaziridinen (1982)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 115 (1982), S. 2947-2949 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reaction Products from N,N-Bis(chloromethyl)carboxamides and DiaziridinesSpiro[cyclohexane-1,3′-diaziridine] (1) reacts with N,N-bis(chloromethyl)carboxamides (2) to form pentacyclic ditriazolidino-s-hexahydrotetrazines 7.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19821150826
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  • 9
    Electronic Resource
    Electronic Resource
    Versuche zur acylotropen und silylotropen Tautomerie bei 1,5-Diacylcyclopentadienen und 6-Aminofulven-1-ketiminen (1983)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 116 (1983), S. 2653-2667 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Studies of Acylotropic and Silylotropic Tautomerism with 1,5-Diacylcyclopentadienes and 6-Aminofulvene-1-ketiminesThe 1,5-diacyl-1,3-cyclopentadienes 2 react with thallium ethanolate to yield the thallium cyclopentadienides 3, which are transformed by acyl halides or chlorotrimethylsilane into the acyl or silyl enol ethers 4 - 6 According to NMR studies some of these compounds show acylotropic or silylotropic tautomerism up to 140°C. With diphenylboron bromide 3 forms the dioxaborepines 8. Condensation of 2 with heptamethyldisilazane (10) leads to the formation of the 1-acyl-6-(methylamino)fulvenes 11. O-Methylation of 11 and aminolysis of the obtained iminium salts 14 with methylamine gives rise to the isolable 6-(methylamino)fulvene-1-ketimines 17.
    Notes: Aus den 1,5-Diacyl-1,3-cyclopentadienen 2 erhält man mit Thallium-ethanolat die Thallium-cyclopentadienide 3, die mit Acylhalogeniden und Chlortrimethylsilan die Acyl- bzw. Silylenolether 4 - 6 liefern. Diese zeigen nach NMR-spektroskopischen Untersuchungen bis 140°C zum Teil acylotrope und silylotrope Tautomerie. Mit Diphenylborbromid bildet 3 die Dioxaborepine 8. Die Kondensation von 2 mit Heptamethyldisilazan (10) liefert die 1-Acyl-6-(methylamino)fulvene 11. Nach O-Methylierung von 11 setzen sich die erhaltenen Iminiumsalze 14 mit Methylamin zu den 6-(Methylamino)fulven-1-ketiminen 17 um.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19831160721
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  • 10
    Electronic Resource
    Electronic Resource
    Pseudooxokohlenstoff-Dianionen der C4-Reihe mit Dicyanmethylenfunktionen (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 2714-2729 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Pseudooxocarbon Dianions of the C4-Series with Dicyanomethylene GroupsReaction of suitable activated squaric acid derivatives with the anion of malononitrile yields pseudooxocarbon dianions of the C4-series 5 - 9, in which the oxygens are successively replaced by one, two, three, or four dicyanomethylene groups. Besides the synthesis of mixed substituted pseudooxocarbon monoanions such as 11 and 21 is reported. Spectroscopic data are discussed, 13C NMR data together with those of pseudooxocarbon dianions of the C3- and C5-series. The structure of 9c is proved by X-ray diffraction and the cyclic bond-delocalized system compared with those of the squarate und tetrathiosquarate dianion.
    Notes: Durch Reaktion geeignet aktivierter Quadratsäurederivate mit dem Anion des Malononitrils werden Pseudooxokohelenstoff-Dianionen der C4-Reihe 5 - 9 synthetisiert, in denen die Sauerstofffunktionen sukzessive durch ein, zwei, drei oder vier Dicyanmethylenfunktionen ersetzt sind. Daneben wird über die Synthese gemischt substituierter Pseudooxokohlenstoff-Monoanionen wei 11 und 21 berichtet. Spektroskopische Daten werden diskutiert, 13C-NMR-Daten mit denen von Pseudooxokohlenstoff-Dianionen der C3-Reihe verglichen. Die Struktur von 9c wird durch eine Röntgenstrukturanalyse belegt und dessen cyclisches, bindungsdelokalisiertes System mit dem des Quadratats und des Tetrathioquadratats verglichen.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170815
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