ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Reactions of C,C,Nα-Triaryl-Nβ-cyano-azomethine Imines with Acids, Bases and Reducing AgentsAs formal carbonyl derivatives, C-(2,2′-biphenylylene)- (1) and C,C-diphenyl-Nα-(4-chlorophenyl)-Nβ-cyano-azomethine imines (9) are cleaved with acidic reagents to fluorenone, benzophenone or their derivatives, respectively, and 1-(4-chlorophenyl)semicarbazide (3). Aniline converts the first-mentioned azomethine imine into the 5-imino-1,2,4-triazolidine derivative 6. Catalytic hydrogenation and NaBH4 reduction are accompanied by NN-hydrogenolysis. The yellow C,C-diarylazomethine imines are isomerized in boiling acetic acid to colorless trimers.
Notes:
C-(2,2′-Biphenylylen)- (1) und C,C-Diphenyl-Nα-(4-chlorphenyl)-Nβ-cyan-azomethinimin (9) werden als formale Carbonylderivate sauer in Fluorenon und Benzophenon bzw. deren Derivate sowie 1-(4-Chlorphenyl)semicarbazid (3) zerlegt, während Anilin das erstgenannte Azomethin-imin in 2′-(4-Chlorphenyl)-5′-imino-4′-phenylspiro[fluoren-9,3′-[1,2,4]triazolidin] (6) überführt. Die katalytische Hydrierung vollzieht sich unter NN-Hydrogenolyse. Die C,C-Diaryl-azomethin-imine liefern in siedender Essigsäure farblose Trimere.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19771100214
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