Competitive Ar1-5 and Ar2-6 participation in the formolysis of 4-aryl-n-butyl p-bromobenzenesulfonates

LM Jackman, VR Haddon

Index: Jackman,L.M.; Haddon,V.R. Journal of the American Chemical Society, 1974 , vol. 96, # 16 p. 5130 - 5138

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Citation Number: 20

Abstract

Abstract: The mechanism of aryl participation in the formolysis of 4-aryl-n-butyl p- bromobenzenesulfonates has been elucidated by the study of suitably deuterated substrates. The formolysis of 4-(p-methoxyphenyl)-n-butyl-2, 2-d2 p-bromobenzenesulfonate proceeded 74.2 z by Ari-5 and 25.8% by Ar2-6, in contrast to earlier assumptions of an exclusive Arl-5 pathway. The formolysis of the bromobenzenesulfonate of 4-(p-tolyl)-n- ...

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