Enantioselective separation of 1,4-disubstituted piperazine derivatives ontwo cellulose chiralcel OD and OJ and one amylose Chiralpak AD chiral selectors

A series of 1,4-disubstituted piperazine derivatives with hypnotic activity were examined on three polysaccharide-based chiral stationary phases, name ly, Chiracel OD, Chiracel OJ and Chiralpak AD. It was possible to resolve a ll the compounds on all the phases examined (1.13 less than or equal to alp ha less than or equal to 3.54). Cellulose tris(4-methylbenzoate) (Chiracel OJ) exhibited remarkable differences in the selectivity of enantiomeric res olution as compared to cellulose tris(3,5-dimethylphenylcarbamate)-Chiracel OD and amylose tris(3,5-dimethylphenylcarbamate) -Chiralpak AD. The differ ences in selectivity towards particular homologs on these phases could be e xplained in terms of lipophilicity and steric factors. Chirality 11:790-794 , 1999. (C) 1999 Wiley-Liss, Inc.