Journal of the American Chemical Society

Neighboring Carbon and Hydrogen. XXVIII. Ar2-6 Participation in Solvolysis of Some ι-Aryl-1-alkyl Bromobenzenesulfonates1, 2

R Heck, S Winstein

Index: Heck; Winstein Journal of the American Chemical Society, 1957 , vol. 79, p. 3114,3117

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Citation Number: 16

Abstract

In searching for Arz-participation in solvolysis, acetolysis and formolysis of suitably substituted w-aryl-1-alkyl p-bromobenzenesulfonates have been studied. In the case of 4- aryl-1-butyl bromobenzenesulfonates, substantial rate enhancements result from introduction of one or two m-methoxyl groups into the benzene ring. These enhancements are ascribed to increased importance of Arz-assisted ionization in solvolysis. The product ...

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