Liquid chromatographic enantioseparations on crown ether-based chiral stationary phases

Abstract

Various liquid chromatographic chiral stationary phases (CSPs) have been developed for the resolution of racemic compounds. In particular, CSPs based on chiral crown ethers have been known to be useful in the resolution of racemic compounds containing a primary amino group. In this paper, the development of two types of CSPs based on the chiral crown ethers containing 1,1'-binaphthyl unit(s) or tartaric acid units as chiral barrier(s) and their applications to the resolution of various racemic compounds were reviewed. The structural characteristics of eleven CSPs and their chromatographic behaviors for the resolution of racemic primary amino and non-primary amino compounds were included.

Keywords: Chiral crown ether; Chiral stationary phase; Enantiomer separation; Liquid chromatography.