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On the mechanism of the diazirine exchange reaction with azide anion

✍ Scribed by Kathleen E. Bainbridge; William P. Dailey

Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 235 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)80537-2

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✦ Synopsis

Treatment of isotopically labeled bromophenyldiazirine containing one 15N atom with azide ion produces benzonitrile which contains 50% 15N. This suggests that N-azidodiazirines are intermediates in the reaction. Ab initio calculations predict that N-azidodiazirines will have a very low barrier to decomposition to nitrile and two molecules of nitrogen.

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