A new mechanism for oxidative CS bond cleavage during reactions of singlet oxygen with organic sulfides: Electronically dictated reaction selectivity in the …

A Toutchkine, EL Clennan

Index: Toutchkine, Alexei; Clennan, Edward L. Journal of the American Chemical Society, 2000 , vol. 122, # 8 p. 1834 - 1835

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Citation Number: 15

Abstract

Oxidative cleavage of carbon-sulfur bonds during reactions of organic sulfides with singlet oxygen was first reported by Corey and Ouannes in 1976. 1 Cleavage products are formed in substantial amounts in the photooxidations of benzylic sulfides and in fivemembered rings2 but are only formed in trace amounts, or are completely absent, in the photooxidations of other sulfides. 3 We report here the results of a study of the effect of ...