Ultrasound and ionic liquid: an efficient combination to tune the mechanism of alkenes epoxidation

Ultrason Sonochem. 2012 May;19(3):390-4. doi: 10.1016/j.ultsonch.2011.10.007. Epub 2011 Oct 20.

Abstract

In this proof of concept study, the advantageous properties of both H(2)O(2)/NaHCO(3)/imidazole/Mn(TPP)OAc oxidation system and MOPyrroNTf(2) ionic liquid have been combined under ultrasonic irradiation to give an exceptionally favorable environment for Mn(TPP)OAc catalyzed olefin oxidations. The results reveal the crucial role played by the ultrasonic irradiations that influence drastically the oxidation process. In MOPyrroNTf(2) and under ultrasonic irradiation, the mechanism probably involves an oxo-manganyl intermediate at the expense of the classical bicarbonate-activated peroxide route.

MeSH terms

  • Alkenes / chemistry*
  • Alkenes / radiation effects*
  • Epoxy Compounds / chemistry*
  • Epoxy Compounds / radiation effects*
  • High-Energy Shock Waves
  • Ionic Liquids / chemistry*
  • Ionic Liquids / radiation effects*
  • Radiation Dosage
  • Sonication / methods*

Substances

  • Alkenes
  • Epoxy Compounds
  • Ionic Liquids