Original Paper

Journal of the American Oil Chemists' Society

, Volume 89, Issue 6, pp 1113-1124

Rh-based Biphasic Isomerization of Carbon–Carbon Double Bonds in Natural Oils

  • Rafael L. QuirinoAffiliated withDepartment of Chemistry, Iowa State University
  • , Richard C. LarockAffiliated withDepartment of Chemistry, Iowa State University Email author 

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Abstract

The biphasic conjugation of soybean and other natural oils, as well as the isomerization of various alkenes, was examined using a rhodium catalyst. A maximum yield, of conjugated soybean oil, of 96% was obtained when the reaction was run at 80 °C under argon with ethanol as the polar solvent, using triphenylphosphine monosulfonate sodium salt (tppms) as the ligand, and the surfactant sodium dodecyl sulfate (SDS). The optimized conditions were tested with other substrates, and the products were analyzed by 1H NMR, GC/MS, and ICP-MS.

Keywords

Conjugation Isomerization Soybean oil Rhodium Biphasic catalysis