The Journal of Organic Chemistry

Organic sulfur chemistry. 38. Desulfurization of organic trisulfides by tris (dialkylamino) phosphines. Mechanistic aspects

DN Harpp, DK Ash, RA Smith

Index: Harpp, David N.; Ash, David K.; Smith, Roger A. Journal of Organic Chemistry, 1980 , vol. 45, # 25 p. 5155 - 5160

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Citation Number: 26

Abstract

Tris (dialky1amino) phosphines effect a rapid desulfurization of trisulfides to disulfides under mild conditions. The reaction mechanism involves a bimolecular process, proceeding by the rate-determining formation of a phosphonium salt intermediate. The central sulfur atom of a diary1 trisulfide is removed in the process, while a dialkyl trisulfide loses a terminal sulfur atom to the aminophosphine.

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