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Zur Photodimerisierung von 3-Phenyl-2H-azirinen. Vorläufige Mitteilung

✍ Scribed by N. Gakis; M. Märky; H.-J. Hansen; H. Schmid

Publisher
John Wiley and Sons
Year
1972
Tongue
German
Weight
305 KB
Volume
55
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Irradiation of 3‐phenyl‐2__H__‐azirine (2) in benzene solution with a high‐pressure mercury lamp yields 4,5‐diphenyl‐1,3‐diazabicyclo[3,1,0]hex‐3‐ene (4) and not 3‐phenylimino‐4‐phenyl‐1‐azabicyclo[2,1,0]pentane (1), as had been reported previously by others [2]. 2‐Methyl‐3‐phenyl‐2__H__‐azirine (3) yields on irradiation a 2:1 mixture of 2‐exo, 6‐exo‐ and 2‐exdo, 6‐exo‐dimethyl‐4,5‐diphenyl‐1,3‐diazabicyclo[3,1,0]hex‐3‐ene (2‐exo,6‐exo‐ and 2‐endo, 6‐exo‐5). Irradiation of 2,3‐diphenyl‐2__H__‐azirine (8) leads to the formation of 2,4,5‐triphenyl‐imidazole (9) and tetra‐phenylpyrazine (10). The suggested reaction path for the generation of 9 and 10 is shown in Scheme 2.

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