Journal ArticleDOI
Preferential mode for nucleophilic attack by methoxide ion on O,S-dimethyl phenylphosphonothiolate. Contrasting behavior to reactions on analogous phosphonium salts
Reads0
Chats0
About:
This article is published in Journal of the American Chemical Society.The article was published on 1973-11-01. It has received 11 citations till now. The article focuses on the topics: Methoxide & Phosphonium.read more
Citations
More filters
Journal ArticleDOI
Phosphorus stereochemistry : Mechanistic implications of the observed stereochemistry of bond forming and breaking processes at phosphorus in some 5- and 6-membered cyclic phosphorus esters
C. Richard Hall,Thomas D. Inch +1 more
TL;DR: In this paper, the stereochemistry of the formation and breaking of cyclic cyclic phosphorus esters has been investigated and compared with analogous reactions in acyclic phosphoric esters, and it is suggested that nucleophilic substitutions at phosphorus are inherently stereospecific.
Book ChapterDOI
The Mechanism of Phosphoryl Transfer
S. J. Benkovic,K. J. Schray +1 more
TL;DR: The intent in this chapter is to present an abbreviated but inclusive description of the probable transition states involved in phosphoryl-transfer reactions as elucidated by physical organic studies.
Journal ArticleDOI
Aminolysis of a model nerve agent: a computational reaction mechanism study of O,S-dimethyl methylphosphonothiolate.
TL;DR: The mechanism for the aminolysis of a model nerve agent, O,S-dimethyl methylphosphonothiolate, is investigated both at density functional level and at ab initio level using the second-order Møller-Plesset perturbation theory with the 6-311+G(d,p) basis set.
Journal ArticleDOI
Quantum mechanical calculations on the reaction of ethoxide anion with O,S-dimethyl methylphosphonothiolate
TL;DR: In this article, a density functional and correlated ab initio molecular orbital calculations have been carried out in an effort to understand the reaction of ethoxide with O, S -dimethyl methylphosphonothiolate, a model compound for the potent chemical warfare agent VX.
Journal ArticleDOI
Use of carbohydrate derivatives for studies of phosphorus stereochemistry
Thomas D. Inch,Gilbert J. Lewis +1 more
TL;DR: In this article, cyclic phosphonamidothioate derivatives of carbohydrates are converted stereospecifically into acyclic S -methyl phosphonothioates and phosphorothioat carbohydrate derivatives.
Related Papers (5)
Use of carbohydrate derivatives for studies of phosphorus stereochemistry
Thomas D. Inch,Gilbert J. Lewis +1 more