Chemical and electrochemical oxidation of O, O, O-trisubstituted phosphorothioates and triphenylphosphine sulfide

RL Blankespoor, MP Doyle, DJ Smith…

Index: Blankespoor, Ronald L.; Doyle, Michael P.; Smith, Daniel J.; Dyke, David A. Van; Waldyke, Michael J. Journal of Organic Chemistry, 1983 , vol. 48, # 8 p. 1176 - 1179

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Citation Number: 8

Abstract

The chemical and electrochemical oxidation of O, O, O-trialkyl phosphorothioates and triphenylphosphine sulfide are reported. Reaction of the latter compound with nitrosonium tetrafluoroborate produces a dimeric dication that is relatively stable in acetonitrile solution but rapidly decomposes upon attempted isolation. Electrooxidation of triphenylphosphine sulfide similarly gives a dimeric dication via the intermediacy of a dimer cation radical. ...