title: Reaction of singlet oxygen with thioanisole in ionic liquids: a solvent induced mechanistic dichotomy.
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.
authors.affiliation: Istituto CNR di Metodologie Chimiche-IMC, Sezione Meccanismi di Reazione c/o Dipartimento di Chimica, Sapienza Universita di Roma, P.le A. Moro 5, 00185 Rome, Italy. enrico.baciocchi@uniroma1.it
authors.forename: Enrico
authors.initials: E
authors.lastname: Baciocchi
authors.forename: Cinzia
authors.initials: C
authors.lastname: Chiappe
authors.forename: Tiziana
authors.initials: T
authors.lastname: Del Giacco
authors.forename: Chiara
authors.initials: C
authors.lastname: Fasciani
authors.forename: Osvaldo
authors.initials: O
authors.lastname: Lanzalunga
authors.forename: Andrea
authors.initials: A
authors.lastname: Lapi
authors.forename: Bernardo
authors.initials: B
authors.lastname: Melai