Organic sulfur chemistry. X. Selective desulfurization of disulfides. Scope and mechanism

DN Harpp, JG Gleason

Index: Harpp,D.N.; Gleason,J.G. Journal of the American Chemical Society, 1971 , vol. 93, p. 2437 - 2445

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Citation Number: 96

Abstract

Abstract: Organic disulfides undergo facile desulfurization to the corresponding sulfides on treatment with aminophosphines. This reaction is applicable to alkyl, aralkyl, and alicyclic disulfides and is compatible with a wide variety of common functional groups. The desulfurization process is stereospecific in that inversion of configuration occurs at one of the carbon atoms CY to the disulfide group. The reaction was found to follow second-order ...