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Polar organic chiral separation of propranolol and analogues using a β-cyclodextrin bonded stationary phase

✍ Scribed by M.W. Matchett; S.K. Branch; T.M. Jefferies

Publisher: John Wiley and Sons
Year: 1996
Tongue: English
Weight: 483 KB
Volume: 8
Category: Article
ISSN: 0899-0042
DOI: 10.1002/(sici)1520-636x(1996)8:1<126::aid-chir18>3.0.co;2-p

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✦ Synopsis

A P-cyclodextrin bonded stationary phase was employed for the enantioresolution of propranolol and several analogues in conjunction with various polar organic mobile phases. The effects of structural alterations in the non-polar regions of the analytes were found to exert profound changes upon chiral resolution and capacity values, indicating that 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 conditions for chiral resolution. The degree of ionization of the analytes and the type and concentration of organic modifier used were also seen to influence the analytes' enantio-selectivity and capacity values.

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