Current Green Chemistry

Author(s): Rohitkumar G. Gore, Thi-Kim-Thu Truong, Marcel Spulak, Stephen J. Connon and Nicholas Gathergood

DOI: 10.2174/2213346101666140421220156

Low Antimicrobial Toxicity Ionic Liquids: Solvents for Asymmetric Carbonyl- Ene Reactions of Phenylglyoxal

Page: [239 - 248] Pages: 10

  • * (Excluding Mailing and Handling)

Abstract

This work demonstrates that low antimicrobial toxicity C2-substituted imidazolium-based ILs, with either ester or amide groups in the side chain, can successfully replace harmful volatile organic compounds (VOCs) in the asymmetric carbonyl-ene reaction of phenylglyoxal with four alkenes catalysed by {[(R)-BINAP]Pd}(SbF6)2. Furthermore, the Pd(II) catalyst immobilised in these ILs was recycled and reused up to 5 times without loss of enantioselectivity, although a decrease in yield was observed.

Keywords: Antimicrobial toxicity, asymmetric catalysis, carbonyl-ene reaction, ionic liquids.

Graphical Abstract