Preparation and application of HPLC chiral stationary phases based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid

Abstract

Preparation of liquid chromatographic chiral stationary phases (CSPs) based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid and their application are reviewed. The various methods of connecting (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid to silica gel covalently or dynamically are demonstrated. The CSPs based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid have been very successful for the resolution of various primary amino compounds with the use of an aqueous mobile phase containing organic and acidic modifiers. In addition, the resolution of secondary amino compounds including β-blockers and N-(3,5-dinitrobenzoyl)-α-amino acids has been demonstrated on a CSP based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid with a non-aqueous mobile phase. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.