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Pure Appl. Chem., 2009, Vol. 81, No. 7, pp. 1265-1277

http://dx.doi.org/10.1351/PAC-CON-08-09-19

Published online 2009-06-29

Vanadium-catalyzed, microwave-assisted oxidations with H2O2 in ionic liquids

Valeria Conte1*, Francesca Fabbianesi1, Barbara Floris1, Pierluca Galloni1, Daniela Sordi1, Isabel W. C. E. Arends2, Marcella Bonchio3, Dieter Rehder4 and Dariusz Bogdal5

1 Department of Science and Chemical Technology, University of Rome Tor Vergata, via Ricerca Scientifica, 00133, Rome, Italy
2 Biocatalysis and Organic Chemistry, Department of Biotechnology, Delft University of Technology, Delft, Netherlands
3 ITM-CNR and University of Padua, Department of Chemical Science, via Marzolo 1, 35131, Padua, Italy
4 Institute of Inorganic and Applied Chemistry, Hamburg University, Martin-Luther-King-Platz, 6 D-20146 Hamburg, Germany
5 Department of Chemistry and Technology, Politechnika Krakowska ul. Warszawska 24, 3-155 Krakow, Poland

Abstract: The application of vanadium(V) catalysts in selective oxidation with peroxides offers an efficient procedure that is compatible with different functional groups and leads to good yields and selectivities. However, the search for more efficient and sustainable procedures that employ H2O2 as oxidant remains an important topic. In the last few years, striking results have been obtained by applying microwave (MW) activation in metal-catalyzed reactions carried out in ionic liquids (ILs). In the present study, results achieved with vanadium-based catalysts in oxidations of various substrates with H2O2 are presented; in particular, epoxidation of alkenes and sulfoxidation of thioethers have been investigated. Notably, in the latter oxidation, a significant improvement in the rate of reaction and an increase in selectivity have been observed in the case of hydrophobic ILs in combination with MW activation.