POLAR ORGANIC CHIRAL SEPARATION OF PROPRANOLOL AND ANALOGS USING A BETA-CYCLODEXTRIN-BONDED STATIONARY-PHASE

A beta-cyclodextrin bonded stationary phase was employed for the enant io-resolution of propranolol and several analogues in conjunction with various polar organic mobile phases. The effects of structural altera tions in the non-polar regions of the analytes were found to exert pro found changes upon chiral resolution and capacity values, indicating t hat features which cannot hydrogen-bond with the cyclodextrin molecule still play an important role in this chiral recognition process. This was linked to a repulsive steric effect facilitating the necessary co nditions for chiral resolution. The degree of ionization of the analyt es and the type and concentration of organic modifier used were also s een to influence the analytes(1) enantio-selectivity and capacity valu es. (C) 1996 Wiley-Liss, Inc.