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Issue 3, 2015
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Efficient and selective hydrogen peroxide-mediated oxidation of sulfides in batch and segmented and continuous flow using a peroxometalate-based polymer immobilised ionic liquid phase catalyst

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Abstract

The peroxometalate-based polymer immobilized ionic liquid phase catalyst [PO4{WO(O2)2}4]@PIILP has been prepared by anion exchange of ring opening metathesis-derived pyrrolidinium-decorated norbornene/cyclooctene copolymer and shown to be a remarkably efficient system for the selective oxidation of sulfides under mild conditions. A cartridge packed with a mixture of [PO4{WO(O2)2}4]@PIILP and silica operated as a segmented or continuous flow process and gave good conversions and high selectivity for either sulfoxide (92% in methanol at 96% conversion for a residence time of 4 min) or sulfone (96% in acetonitrile at 96% conversion for a residence time of 15 min). The immobilized catalyst remained active for 8 h under continuous flow operation with a stable activity/selectivity profile that allowed 6.5 g of reactant to be processed (TON = 46 428) while a single catalyst cartridge could be used for the consecutive oxidation of multiple substrates giving activity-selectivity profiles that matched those obtained with fresh catalyst.

Graphical abstract: Efficient and selective hydrogen peroxide-mediated oxidation of sulfides in batch and segmented and continuous flow using a peroxometalate-based polymer immobilised ionic liquid phase catalyst

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Supplementary files

Article information


Submitted
12 Sep 2014
Accepted
08 Dec 2014
First published
08 Dec 2014

This article is Open Access

Green Chem., 2015,17, 1559-1571
Article type
Paper
Author version available

Efficient and selective hydrogen peroxide-mediated oxidation of sulfides in batch and segmented and continuous flow using a peroxometalate-based polymer immobilised ionic liquid phase catalyst

S. Doherty, J. G. Knight, M. A. Carroll, J. R. Ellison, S. J. Hobson, S. Stevens, C. Hardacre and P. Goodrich, Green Chem., 2015, 17, 1559
DOI: 10.1039/C4GC01770F

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