Preparation and Application of a New Liquid Chromatographic Chiral Stationary Phase Based on Cefaclor

A new HPLC chiral stationary phase (CSP) was prepared by bonding N-(3,5-dinitrobenzoyl)cefaclor to silica gel. The effective π-π donor-acceptor interaction between the CSP and analytes was demonstrated to be important for the chiral recognition by applying the new CSP to the resolution of N-(substituted benzoyl)leucine ethyl esters and N-(substituted benzoyl)leucine propyl amides. The new CSP was also successfully applied to the resolution of anilide derivatives of N-acetyl-α-amino acids, anilide derivatives of O-ethoxycarbonyl-2-hydroxycarboxylic acids and 3-substituted 1,4-benzodiazepin-2-ones