European Journal of Organic Chemistry

A Laser Flash Photolysis Study on 2??Azido??N, N??diethylbenzylamine− The Reactivity of Iminoquinone Methides in Solution

G Bucher

Index: Bucher, Goetz European Journal of Organic Chemistry, 2001 , # 13 p. 2463 - 2475

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Citation Number: 5

Abstract

Abstract Photolysis of 2-azido-N, N-diethylbenzylamine (1) in acetonitrile solution in the presence of various quenchers yields products of common nitrene chemistry (that is, derived from a didehydroazepine or a triplet nitrene), together with products arising from trapping of stereoisomeric iminoquinone methides. These intermediates are formed in a monophotonic process, by dediazotation of the precursor combined with a 1, 4-hydrogen shift. The ...