Evidence for a methylenethioxophosphorane (thiophosphene) intermediate in nucleophilic substitution at a benzylthiophosphonyl centre

JP Martin

文献索引：Coogan, Michael P.; Harger, Martin J. P. Journal of the Chemical Society, Chemical Communications, 1990 , # 24 p. 1745 - 1746

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被引用次数: 6

摘要

The remarkably high rate of the reaction of p-NO2C6H4CH2P (S)(NMe2) Cl with Et2NH, the presence of deuterium in the benzylic methylene group of the product formed with Et2ND, and the relative lack of discrimination between competing Me2NH and Et2NH, suggest an elimination–addition mechanism for substitution, with a three-coordinate PV methylenethioxophosphorane (thiophosphene) intermediate 6.