The Regioselective Reaction of Atomic Hydrogen with Unsymmetric Disulfides and Sulfides

…, M Vigneswaran, P Kandanarachchi

Index: Tanner, Dennis D.; Zhang, Liying; Vigneswaran, Markandu; Kandanarachchi, Pramod Journal of Organic Chemistry, 1995 , vol. 60, # 14 p. 4481 - 4487

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Citation Number: 7

Abstract

Unsymmetric disulfides undergo solution phase reduction with atomic hydrogen regioselectively by displacement at the least hindered sulfur atom. The cleavage of the sulfur- sulfur bond forms mixtures of two thiol and two thiyl radicals. At the temperature at which the reactions are carried out, the thiyl radicals form symmetric disulfides by thiyl-thiyl radical coupling and not by thiyl radical displacement on the starting material. The reaction of ...