62785-52-8Relevant academic research and scientific papers
CONCERNING THE MECHANISM OF THE FORMATION OF PHOSPHORANES FROM THE REACTION OF TRICOORDINATED PHOSPHORUS COMPOUNDS AND ALKYL BENZENESULFENATES
Denney, Donald B.,Denney, Dorothy Z.,Gavrilovic, Dragan M.
, p. 1 - 10 (2007/10/02)
Trimethyl phosphite has been allowed to react with methyl benzenesulfenate, methyl p-methoxybenzenesulfenate, methyl m-trifluoromethylbenzenesulfenate and methyl p-nitrobenzenesulfenate.The first three esters react at virtually the same rate whereas the p-nitro compound is considerably less reactive.These data support a mechanism which involves direct insertion of phosphorus into the S-O bond with some donation of lone pairs on sulfur into an orbital on phosphorus in the transition state.Other experiments show that the reaction is irreversible.A dithioaryltrioxyphosphorane has been shown to decompose to a phosphite and a diaryl disulfide.
