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Osmium-catalyzed dihydroxylation of alkenes by H2O2 in room temperature ionic liquid co-catalyzed by VO(acac)2 or MeReO3
Authors:Mikael Johansson
Institution:Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-106 91 Stockholm, Sweden
Abstract:Room temperature ionic liquid bmim]PF6 was used to immobilize a bimetallic catalytic system for H2O2-based dihydroxylation of alkenes. Osmium tetroxide was used as the substrate-selective catalyst with either VO(acac)2 or MeReO3 as co-catalyst. The latter serve as an electron transfer mediator (ETM) and activates H2O2. For an increased efficiency N-methylmorpholine is required as an additional ETM in most cases. A range of alkenes were dihydroxylated using this robust bimetallic system and it was demonstrated that for some of the alkenes the catalytic system can be recycled and used up to five times.
Keywords:Ionic liquid  Osmium  Dihydroxylation  Hydrogen peroxide  Electron transfer
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