Organic sulfides photooxidation using sensitizers covalently grafted on silica: Towards a more efficient and selective solar photochemistry

N. Soggiu , Henri Cardy (1) , J.L. Habib Jiwan , I. Leray (2) , J.P. Soumillion , Sylvie Lacombe-Lhoste (1)

1 IPREM - Institut des sciences analytiques et de physico-chimie pour l'environnement et les materiaux
2 UP11 - Université Paris-Sud - Paris 11

A visible light sensitized oxidation of organic sulfides using a derivative of 9,10 dicyanonoanthracene (DCA) covalently grafted on silica (DCAC-Si) is studied. The reaction is more efficient than the corresponding homogeneous reaction and some improvement in the rate of product formation is noticed. These observations are discussed. In the case of di n-butylsulfide, the sulfoxide/(sulfone + disulfide) selectivity is increased. Diphenyl sulfide leads selectively and efficiently to diphenylsulfoxide. Advantages of the process, using reusable sensitizer and solar light are emphasized.

Mots clés: Dicyanoanthracene; Fluorescence quenching; Grafted silica; Photoinduced electron transfer; Photooxidation; Sulfides

Domaines: Chimie; Matériaux; Chimie organique

N. Soggiu, Henri Cardy, J.L. Habib Jiwan, I. Leray, J.P. Soumillion, et al.. Organic sulfides photooxidation using sensitizers covalently grafted on silica: Towards a more efficient and selective solar photochemistry. Journal of Photochemistry and Photobiology A: Chemistry, 1999, 124 (1-2), pp.1--8. ⟨hal-01582237⟩