N-Bromosuccinimide. Mechanisms of allylic bromination and related reactions

JH Incremona, JC Martin

Index: Incremona,J.H.; Martin,J.C. Journal of the American Chemical Society, 1970 , vol. 92, # 3 p. 627 - 634

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Citation Number: 35

Abstract

Abstract: The near-identity of the selectivities of molecular bromine, N-bromosuccinimide (NBS), and N-bromotetramethylsuccinimide (NBTMS) obtained from competitive allylic bromination studies provides strong evidence that the operative mechanism in NBS allylic bromination is one involving Br* as the chain-carrying species. The NBS acts to provide a low steady-state concentration of Brz in a mechanism similar to that (originally suggested ...