Development of HPLC Chiral Stationary Phases Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic Acid and Their Applications

Chirality. 2015 Sep;27(9):576-88. doi: 10.1002/chir.22484. Epub 2015 Aug 3.

Abstract

Crown ether-based chiral stationary phases (CSPs) have been known to be useful for the resolution of racemic primary amino compounds. In particular, CSPs based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid have been reported to be useful for the resolution of secondary amino compounds as well as primary amino compounds. In this article, the process of developing various CSPs based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid to improve the chiral recognition efficiency and/or the stability of the CSPs and their applications to the resolution of various primary and nonprimary amino compounds are reviewed.

Keywords: (18-crown-6)-2,3,11,12-tetracarboxylic acid; chiral stationary phase; enantiomer separation; liquid chromatography.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Chromatography, High Pressure Liquid / methods*
  • Crown Ethers / chemistry*
  • Stereoisomerism

Substances

  • Crown Ethers
  • 18-crown-6 2,3,11,12-tetracarboxylic acid