Synthetic applications of conjugated azocarbinols. Radical chain hydrophenylation and hydrocyclohexenylation of haloethenes

YM Chang, R Profetto, J Warkentin

Index: Chang, Yau-Min; Profetto, Ralph; Warkentin, John Journal of the American Chemical Society, 1981 , vol. 103, # 24 p. 7189 - 7195

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Citation Number: 15

Abstract

Abstract: 2-(Phenylazo)-2-propanol (5) and (pheny1azo) diphenylmethanol (6) decompose in solution by processes involving phenyl radicals. Similarly, 1-(l-azocyclohexenyl) cyclohexanol (7) decomposes in solution to generate the 1-cyclohexenyl radical. Evidence for radical intermediates includes the formation of chlorobenzene and I-chlorocyclohexene, respectively, from decomposition of 5 (or 6) and 7 in CC14. Evidence for induced, chain ...