Tetrahedron

Silicon-phosphorus analogies. nucleophilic catalysis in the alcoholysis of chlorophosphorus derivatives

RJP Corriu, GF Lanneau, D Leclercq

Index: Corriu, Robert J. P.; Lanneau, Gerard F.; Leclercq, Dominique Tetrahedron, 1989 , vol. 45, # 7 p. 1959 - 1974

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Citation Number: 20

Abstract

The mechanism of the alcoholysis of chlorophosphonates and chlorophosphates in the presence of nucleophilic catalysts like hexamethylphosphotriamide, pyridine and N- methylimidazole is discussed on the basis of kinetic and stereochemical results. We have proposed a mechanism for the reaction, which is governed by entropy, involving reaction of the alcohol with a pentacoordinated intermediate. This accounts for the differences in the ...