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

Academic Article

Abstract

  • © The Royal Society of Chemistry 2015. The peroxometalate-based polymer immobilized ionic liquid phase catalyst [PO 4 {WO(O 2 ) 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 [PO 4 {WO(O 2 ) 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.
  • Authors

    Published In

  • Green Chemistry  Journal
  • Digital Object Identifier (doi)

    Author List

  • Doherty S; Knight JG; Carroll MA; Ellison JR; Hobson SJ; Stevens S; Hardacre C; Goodrich P
  • Start Page

  • 1559
  • End Page

  • 1571
  • Volume

  • 17
  • Issue

  • 3