Selective Catalytic Isomerization of β-Pinene Oxide to Perillyl Alcohol Enhanced by Protic Tetraimidazolium Nitrate

ChemistryOpen. 2021 Apr;10(4):477-485. doi: 10.1002/open.202000318.

Abstract

A series of tetraimidazolium salts with different anions was prepared and applied in the isomerization of β-pinene oxide. After examining the activity of different catalysts, a remarkable enhancement of the selectivity of perillyl alcohol (47 %) was obtained over [PEimi][HNO3 ]4 under mild reaction conditions and using DMSO as the solvent. Furthermore, noncovalent interactions between solvent molecules and the catalyst were found by FT-IR spectroscopy and confirmed by computational chemistry. The homogeneous catalyst showed excellent stability and was reused up to six times without significant loss.

Keywords: Perillyl alcohol; green chemistry; homogeneous catalysis; isomerization reactions; tetraimidazolium salts.

Publication types

  • Research Support, Non-U.S. Gov't