Free radical alkylthiylation of hydridophosphoranes. Structure-reactivity factors affecting the reactions of bicyclic phosphoranyl radicals with disulfides

WG Bentrude, T Kawashima, BA Keys…

Index: Bentrude,W.G.; Kawashima,T.; Keys,B.A. Journal of the American Chemical Society, 1987 , vol. 109, p. 1227

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Citation Number: 21

Abstract

Abstract: The bicyclic hydridophosphorane 2 (Z4PH) was shown to undergo UV-light- induced alkylthiylation reactions with a series of alkyl disulfides (RSSR, R= CH3, n-Bu, neopentyl, sec-Bu, and t-Bu) to give the corresponding isolable thiaphosphoranes (Z4PSR) in preparatively useful amounts (61-loo%), except for t-BuSSBu-t which gave a poor yield of product. The reactions of the alkyl disulfides were all inhibited by a-methylstyrene. ...

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