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  • 1
    Electronic Resource
    Electronic Resource
    A new route to biphenylene via Vollhardt cyclization from o-bis[(trimethylsilyl)ethynyl]benzene (1982)
    s.l. : American Chemical Society
    The @journal of organic chemistry 47 (1982), S. 3192-3193 
    Details
    ISSN: 1520-6904
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1021/jo00137a040
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    [2.2.4]Cyclazinylium-Salze: Synthesen und Eigenschaften (1983)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 116 (1983), S. 1174-1182 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: [2.2.4]Cyclazinylium Salts: Synthesis and Properties[2.2.4]Cyclazinylium salts 32) may be synthesized on two different routes. Parent compound 3 and derivative 8 are formed under Vilsmeier conditions from 4-methylene-4H-3a-azaazulenes 5 whereas derivatives 10 are accessible from 3,5-bismethylenepyrrolizinium salts 9 via cycloaddition reactions. Under similar conditions 9 reacts with sodium cyclopentadienide to give cyclopenta-[2.2.4]cyclazines 11, the protonation of which using trifluoroacetic acid yields salts 12. The properties of diatropic [2.2.4]cyclazinylium salts are correlated with PMO considerations.
    Notes: [2.2.4]Cyclazinylium-Salze 32) können auf zwei verschiedenen Wegen synthetisiert werden. Unter Vilsmeier-Bedingungen erhält man aus 4-Methylen-4H-3a-azaazulenen 5 das Derivat 8 und die Stammverbindung 3, während Cycloadditionsreaktionen an 3,5-Bismethylenpyrrolizinium-Salzen 9 die Derivate 10 liefern. Unter ähnlichen Reaktionsbedingungen reagiert 9 mit Natriumcyclopentadienid zum Cyclopenta[2.2.4]cyclazin 11, dessen Protonierung in Trifluoressigsäure zum Salz 12 führt. Die Eigenschaften der diatropen [2.2.4]Cyclazinylium-Salze werden mit Hilfe der Störungstheorie erklärt.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19831160329
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  • 3
    Electronic Resource
    Electronic Resource
    Reaktionen elektronenarmer Diene mit (Acylmethylen)triphenyl-phosphoranen:Eintopf-Dreistufensynthesen (1981)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 114 (1981), S. 3146-3153 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of Electron Deficient Dienes with(Acylmethylene)triphenylphosphoranes: One-Pot-Three-Step-Reactions3a-Azaazulenes (1, 7) react with (acylmethylene)triphenylphosphoranes (2) in a one-pot-three-step-synthesis (Michael addition, intramolecular addition, Wittig elimination) to form cyclohexadiene 1,4-derivatives (3, 8). The course of the reaction is determined by steric requirements which is shown by ethyl 3-isopropylbenzoate (11) formation from ethyl 1,3-cyclohexadiene-1-carboxylate (9) and phosphorane 2b.
    Notes: In einer Eintopf-Dreistufensynthese (Michael-Addition, intramolekulare Addition, Wittig-Eliminierung) reagieren 3 a-Azaazulene (1, 7) in der Schmelze mit (Acylmethylen)triphenylphosphoranen(2) unter Bildung von Cyclohexadien-1,4-Derivaten (3, 8). Die Reaktion ist an enge sterische Bedingungen geknüpft, wie das Beispiel der Synthese von 3-Isopropylbenzoesäure-ethylester (11) aus 1,3-Cyclohexadien-1-carbonsäure-ethylester (9) und dem Phosphoran 2b zeigt.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19811140919
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    Paper (German National Licenses)
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