Investigation of Enantiomer Separation Using Chiral Crown Ethers as Chiral Selectors

Abstract

AbstractA number of chiral selectors have been developed and applied for enantiomer separation of a variety of chiralcompounds. Among these chiral selectors are chiral crown ethers, a class of synthetic host polyether molecules that bindprotonated chiral primary amines with high selectivity and affinity. In this paper, two important chiral crown ethers aschiral selectors of bis-(1,1'-binaphthyl)-22-crown-6 and (18-crown-6)-2,3,11,12-tetracarboxylic acid (18-C-6-TA) arefocused. They have been widely used to resolve the enantiomers of chiral compounds containing a primary amino moietyusing chiral stationary phases (CSPs) or chiral selectors by high-performance liquid chromatography (HPLC), capillaryelectrophoresis (CE) and so on in chirotechnology. Also, it was described that the commercially available covalent typeHPLC CSPs derived from (+)- and (−)-18-C-6-TA have been developed and successfully applied for the resolution ofvarious primary amino compounds including amino acids.Keywords: Chiral Crown Ether, Chiral Selector, Chiral Stationary Phase, 18-Crown-6-2,3,11,12-tetracarboxylic Acid,Capillary Electrophoresis, High-performance Liquid Chromatography.