Issue 4, 2012

Efficient recyclable catalytic system for deoxygenation of sulfoxides: catalysis of ionic liquid-molybdenum complexes in ionic liquid solution

Abstract

Three newly synthesized room temperature ionic liquids containing molybdate anion, [DMIm][MoO2(NCS)4], [RPy][MoO2(NCS)4] (R = butyl or decyl), and previously reported [BMIm][MoO2(NCS)4] were used as catalysts for the reduction of sulfoxides. For facilitating the recyclability of the catalysts, the ionic liquids [RMIm][PF6] and [RPy][PF6] (RMIm = 1-n-alkyl-3-methylimidazolium, RPy = 1-n-alkylpyridinium) were applied as ionic solvents and toluene is used as solvent for the organic phase. Molybdenum salts immobilized in RTILs constituted a reusable and efficient heterogeneous catalyst system. A maximum conversion (>99%) was achieved for reduction of diphenyl sulfoxide to diphenyl sulfide as a model substrate by using triphenylphosphine as reducing agent at 50 °C after 20 h. This system gave the best results in terms of catalyst/solvent recycling and no loss of catalytic activity was observed after 8 cycles.

Graphical abstract: Efficient recyclable catalytic system for deoxygenation of sulfoxides: catalysis of ionic liquid-molybdenum complexes in ionic liquid solution

Article information

Article type
Paper
Submitted
01 Dec 2011
Accepted
10 Jan 2012
First published
08 Feb 2012

New J. Chem., 2012,36, 971-976

Efficient recyclable catalytic system for deoxygenation of sulfoxides: catalysis of ionic liquid-molybdenum complexes in ionic liquid solution

M. Bagherzadeh and S. Ghazali-Esfahani, New J. Chem., 2012, 36, 971 DOI: 10.1039/C2NJ21001K

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