Photosensitized electron transfer oxidation of sulfides. Structure and medium effect

SERGIO M. BONESI, MAURIZIO FAGNONI AND ANGELO ALBINI

Journal of Sulfur Chemistry

Taylor and Francis Group

Lugar: Estados Unidos; Año: 2008 vol. 29 p. 367 - 376

1741-5993

Oxidation of a series of sulfides RSR (R, dodecyl, phenethyl, benzyl, cumyl, benzhydryl; R, ethyl, phenyl) under photoinduced electron transfer conditions (sensitizers: 9,10-dicyanoanthracene, triphenylpyrylium tetrafluoroborate) yields sulfoxides, products of trapping of the alkyl cation (for the benzhydryl and cumyl derivatives), and mainly aldehydes or ketones that result from á-deprotonation. The competing paths from the sulfide radical cation are discussed in this paper.á-deprotonation. The competing paths from the sulfide radical cation are discussed in this paper.