A study of the reaction of thioanisole with singlet oxygen in pyrrolidinium- and imidazolium-based ionic liquids has been carried out. In these solvents, thioanisole shows a strongly enhanced reactivity with respect to molecular aprotic solvents, probably due to a stabilization of the persulfoxide intermediate in the ionic medium. Product isotope effects suggest a mechanistic change ongoing from pyrrolidinium to imidazolium solvents.

Reaction of Singlet Oxygen with Thioanisole in Ionic Liquids: a Solvent Induced Mechanistic Dichotomy

CHIAPPE, CINZIA;
2009-01-01

Abstract

A study of the reaction of thioanisole with singlet oxygen in pyrrolidinium- and imidazolium-based ionic liquids has been carried out. In these solvents, thioanisole shows a strongly enhanced reactivity with respect to molecular aprotic solvents, probably due to a stabilization of the persulfoxide intermediate in the ionic medium. Product isotope effects suggest a mechanistic change ongoing from pyrrolidinium to imidazolium solvents.
2009
Baciocchi, E; Chiappe, Cinzia; Del Giacco, T; Fasciani, C; Lanzalunga, O; Lapi, A; Melai, B.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/131909
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