Radical rearrangements of bicyclo [2.2. 0] hexane: homolytic substitution of a cyclobutane ring

JC Walton

Index: Walton, John C. Journal of the Chemical Society, Chemical Communications, 1987 , # 16 p. 1252 - 1254

Full Text: HTML

Citation Number: 0

Abstract

Bromine atoms react with bicyclo[2.2.0]hexane in an SH ~ reaction at the bridgehead carbon atoms; the bicyclo[2.2.0]hex-2-yl radical rearranges by p-scission of the inter-ring bond. ... Bimolecular homolytic substitution (SH2) at saturated carbon atoms is rare1 although at least one example is known.2 The main exception to this rule is found with highly strained ... This reaction, with suitably substituted cyclopropanes, has been utilised to show that homolytic displacement ...