Design and synthesis of pyridinium chiral ionic liquids tethered to a urea functionality

J Org Chem. 2006 Dec 22;71(26):9857-60. doi: 10.1021/jo0613232.

Abstract

Nine chiral room-temperature ionic liquids (RTILs), which contain a chiral moiety and a urea functionality bonded to a pyridinium ring, have been designed and synthesized. The synthesis of these ionic liquids is concise and practical due to the commercial availability of the starting materials. These novel RTILs were readily prepared from 2-(aminomethyl)pyridine and amino acid ester derived isocyanates. We envision that these new chiral RTILs can serve as effective reaction media as well as chiral catalysts for asymmetric reactions, which are presently being investigated in our laboratory.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ionic Liquids / chemical synthesis*
  • Ionic Liquids / chemistry
  • Molecular Structure
  • Pyridinium Compounds / chemical synthesis*
  • Pyridinium Compounds / chemistry
  • Stereoisomerism
  • Urea / chemistry*

Substances

  • Ionic Liquids
  • Pyridinium Compounds
  • Urea