The Journal of Organic Chemistry

Vinyl cation intermediates in solvolytic and electrophilic reactions. 1. Solvolysis of. alpha.-arylvinyl derivatives

K Yates, G Mandrapilias

Index: Yates, Keith; Mandrapilias, George Journal of Organic Chemistry, 1980 , vol. 45, # 19 p. 3892 - 3902

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Citation Number: 11

Abstract

The solvolysis of 16 a-arylvinyl tosylates, bromides, and chlorides has been investigated in various alcohol-water mixtures and in acetic acid at several temperatures. All substrates were substituted with either 2-methyl or 2, 6-dimethyl groups to accelerate the rates of reaction. The major or exclusive product isolated in most cases was the acetophenone arising from hydrolysis of the expected enol ethers or acetates during workup. The kinetics ...