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Pure Appl. Chem., 2005, Vol. 77, No. 9, pp. 1575-1581

Sustainable vanadium(V)-catalyzed oxybromination of styrene: Two-phase system versus ionic liquids

Valeria Conte, Barbara Floris, Pierluca Galloni and Adriano Silvagni

Dipartimento di Scienze e Tecnologie Chimiche, Università di Roma "Tor Vergata", via della Ricerca Scientifica, 00133 Roma, Italy

Oxybromination reaction of styrene was performed in a two-phase system of water/ionic liquids (ILs). The aim of the work was to make the mild and efficient two-phase system previously developed for the vanadium(V)-catalyzed oxybromination of alkenes, inspired by the activity of haloperoxidase enzymes, even more interesting from a sustainable point of view. As in that case, a brominating intermediate was formed from the metal catalyst, H2O2, and bromide ion in the acid aqueous phase, but chlorinated solvents were replaced with ILs.
[bmim+][PF6-], [bm2im+][PF6-], [bmim+][BF4-], [bmim+][CF3SO3-], and [bmim+][(CF3SO2)2N-] were tested. We report on interesting results in terms of reaction rates and selectivities.