Ethenolysis of methyl oleate in room-temperature ionic liquids

ChemSusChem. 2008;1(1-2):118-22. doi: 10.1002/cssc.200700002.

Abstract

Unsaturated vegetable oils are an attractive renewable feedstock, and the selective cleavage of unsaturated fatty esters is an important transformation in this respect. The efficient and selective cross-metathesis of methyl oleate with ethylene was achieved under mild conditions with ruthenium-alkylidene catalysts in toluene and room-temperature ionic liquids (RTILs) to give two important chemical intermediates, 1-decene and methyl 9-decenoate, without double-bond migration. As recovery of the catalyst is an important target with respect to industrial applications, catalyst recycling studies were also carried out in RTILs with the first-generation Hoveyda catalyst.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Conservation of Natural Resources
  • Imidazoles / chemistry
  • Ionic Liquids / chemistry*
  • Isomerism
  • Oleic Acids / chemistry*
  • Organometallic Compounds / chemistry
  • Ruthenium / chemistry
  • Solvents / chemistry
  • Temperature
  • Toluene / chemistry

Substances

  • Imidazoles
  • Ionic Liquids
  • Oleic Acids
  • Organometallic Compounds
  • Solvents
  • methyl oleate
  • Toluene
  • Ruthenium