132573-76-3Relevant academic research and scientific papers
Evidence for a Methylenethioxophosphorane (Thiophosphene) Intermediate in Nucleophilic Substitution at a Benzylthiophosphonyl Centre
Coogan, Michael P.,Harger, Martin J. P.
, p. 1745 - 1746 (1990)
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
Nucleophilic Substitution in Benzylic Thiophosphinyl and Thiophosphonyl Chlorides: the Contribution of Elimination-Addition Pathways with Methylenethiooxophosphorane (Thiophosphene) Intermediates
Coogan, Michael P.,Harger, Martin J. P.
, p. 2101 - 2108 (2007/10/02)
For the reactions of ArCH2P(S)(Ph)Cl and ArCH2P(S)(NMe2)Cl with Et2NH, changing ArCH2 from benzyl to 4-nitrobenzyl increases the rates of substitution by factors of 80 and >103, respectively, and reduces markedly the ability to discriminate bet
