Oxidation of Aromatic Sulfides Photosensitized by TiO2 in CH3CN in the Presence of Ag2SO4. The Role of TiO2 in the Chemistry of Sulfide Radical Cations

摘要: A product study of the photooxidation aromatic sulfides 1−5 sensitized by TiO2 in MeCN, presence Ag2SO4, has been carried out. With benzyl phenyl sulfide (1), 4-methoxybenzyl (2), and phenethyl (4), led mainly to aldehydic products, benzaldehyde, 4-methoxybenzaldehyde, phenylacetaldehyde, respectively. 4-methoxyphenyl (3), major was corresponding sulfoxide. Diphenyl sulfoxide only observed oxidation diphenyl (5). These results suggest α-C−H deprotonation as reaction path for radical cations 1, 2, 4, an active role this respect oxygenated basic sites present on surface is envisaged. An interaction these centers with sulfur atom adsorbed cation also suggested explain remarkable finding that substantial amounts are 3 5, spite fact photo...