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Selective and mild oxidation of sulfides to sulfoxides or sulfones using H2O2 and Cp′Mo(CO)3Cl as catalysts
Authors:Carla A Gamelas  Tiago Lourenço  Ana L Simplício  Carlos C Romão
Institution:a Instituto de Tecnologia Química e, Biológica da Universidade Nova de Lisboa, Av. República, EAN, 2780-157 Oeiras, Portugal
b Escola Superior de Tecnologia, Instituto Politécnico de Setúbal, 2910-761 Setúbal, Portugal
Abstract:Dialkyl, aryl-alkyl, benzylic, and benzothiophenic sulfides are selectively oxidized to sulfoxides or sulfones, with stoichiometric amounts of H2O2 (aq) or TBHP, in the presence of complexes Cp′Mo(CO)3Cl, CpMoO2Cl and the mesoporous material MCM-41-2 as catalysts. The use of the thianthrene 5-oxide (SSO) probe shows that CpMo(CO)3Cl/H2O2 or TBHP are electrophilic oxidants (Xso ? 15). The same conclusion is drawn from competition experiments with a mixture of p-ClC6H4SCH3 and C6H5SOCH3.
Keywords:Sulfoxide  Sulfone  Hydrogen peroxide  Molybdenum complexes
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