ENANTIOMERIC SEPARATION OF ALPHA-PHENYLETHYLAMINE AND ITS SUBSTITUTED ISOMERS BY GAS-CHROMATOGRAPHY

Alpha-phenylethylamine, o, m, p-methoxy-alpha-phenylethylamines and o, m, p-methyl-alpha-phenylethylamines were enantiomerically separated with four different diamide chiral stationary phases (CSPs) [monobenzyl succinate-L-Val-tert.-butylamide (CSP-1), undecenoyl-L-Val-S-alpha-phenylethylamide (CSP-2), undecenoyl-L-Val-R-alpha-phenylethylamide (CSP-3) and cross-linked polycyanoethyl vinyl siloxane-L-Val-tert.-butylamide (CSP-4)] using capillary gas chromatography. The ortho-effect of the methoxy group on the enantiomeric separation was investigated. The elution order of the enantiomers on CSP-3 is reversed with respect to that on the other CSPs studied. The enantiomeric separation of alpha-phenylethylamine and its methoxy- and methyl-substituted isomers is illustrated.