The Journal of Organic Chemistry

Bicyclo [1.1. 1] pentane derivatives

KB Wiberg, VZ Williams Jr

Index: Wiberg,K.B.; Williams,V.Z. Journal of Organic Chemistry, 1970 , vol. 35, p. 369 - 373

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Citation Number: 46

Abstract

The synthesis of a variety of 1-and 2-substituted bicyclo [lll] pentanes is described. Free- radical substitution occurs primarily at the bridgehead, and both types of hydrogens are markedly deactivated toward freeradical attack. The bridgehead radical opens to the methylenecyclobutyl radical at an appreciable rate. The K, of the bridgehead acid is higher than that for any other simple saturated carboxylic acid, and the Kb of the bridgehead ...