Non-ipso electrophilic substitution of vinylstannanes and silanes

MT Reetz, P Hois

Index: Reetz, M. T.; Hois, P. Journal of the Chemical Society, Chemical Communications, 1989 , # 16 p. 1081 - 1082

Full Text: HTML

Citation Number: 4

Abstract

Vinyl-stannanes and -silanes having a substituent at the 1 -position react with carbon electrophiles at the terminal position, ie, the normal ips0 electrophilic substitution based on the @-effect is not observed. ... It is generally accepted that the reactions of vinyl-stannanes (la) and -silanes (lb) with electrophiles occur with ipso- substitution, ie, the electrophiles attack the tin (silicon)- bearing vinyl carbon atom regioselectively to produce (2). 1~ In this ...