Tetrahedron

Photoinduced electron transfer reactions of benzyl phenyl sulfides promoted by 9, 10-dicyanoanthracene

E Baciocchi, C Crescenzi, O Lanzalunga

Index: Baciocchi, Enrico; Crescenzi, Cristina; Lanzalunga, Osvaldo Tetrahedron, 1997 , vol. 53, # 12 p. 4469 - 4478

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Citation Number: 49

Abstract

The photoinduced oxidation of benzyl phenyl sulfides 1–3 has been investigated in MeCN using 9, 10-dicyanoanthracene as sensitizer in the presence of O2. In this reaction a sulfide radical cation is formed, which undergoes one or more of the three main reaction pathways opened to these species: C S bond cleavage, C H bond cleavage and S-oxidation. The former route (leading to benzylic products) was observed with all the substrates ...