Formation and Reactions of Bicyclo [1.1. 1] pentyl-1 Cations

KB Wiberg, N McMurdie

Index: Wiberg, Kenneth B.; McMurdie, Neil Journal of the American Chemical Society, 1994 , vol. 116, # 26 p. 11990 - 11998

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Citation Number: 36

Abstract

Abstract: The ionization of 1-bicyclo [l. ll] pentyl halides was shown to initially form the 1, 3- bridged bicyclo-[lll] pentyl-1 cation. It appears to be a transition state that leads to the bicyclo [llO] butyl-1-carbinyl cation which can be trapped with azide ion and can be directly observed by NMR in SOzClF. Although the major products of solvolysis of the halides are 3- methylenecyclobutyl derivatives, the corresponding cation was calculated to have a ...