Journal of organometallic chemistry

Pentacoordinate silicon intermediates in relay substitution reactions of organosilanes: successive nucleophilic attack at silicon and its adjacent carbon

JJ Eisch, CS Chiu

Index: Eisch, John J.; Chiu, Chingchen S. Journal of Organometallic Chemistry, 1988 , vol. 358, p. C1 - C5

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Citation Number: 18

Abstract

Abstract Chloromethylsilyl chlorides of the type, ClCH 2 R 2 SiCl, have been shown to undergo kinetically controlled nucleophilic attack at silicon, with either phenols or amines (PhEH, with E O or NMe), to yield products of the type, PhESiR 2 CH 2 Cl. Subsequent treatment of the latter products with KF in acetonitrile causes the nucleophile to be shifted from silicon to carbon with the formation of FSiR 2 CH 2 EPh. Alternatively, treatment of ...