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Enantioselective separation of 1,4‐disubstituted piperazine derivatives on two cellulose Chiralcel OD and OJ and one amylose Chiralpak AD chiral selectors
Author(s) -
Chilmonczyk Zdzisław,
Ksycińska Hanna,
Mazgajska M.,
AboulEnein Hassan Y.
Publication year - 1999
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1999)11:10<790::aid-chir9>3.0.co;2-1
Subject(s) - chemistry , enantiomer , lipophilicity , selectivity , tris , cellulose , enantioselective synthesis , steric effects , amylose , piperazine , chiral column chromatography , stereochemistry , organic chemistry , chromatography , biochemistry , starch , catalysis
A series of 1,4‐disubstituted piperazine derivatives with hypnotic activity were examined on three polysaccharide‐based chiral stationary phases, namely, Chiracel OD, Chiracel OJ and Chiralpak AD. It was possible to resolve all the compounds on all the phases examined (1.13 ≤ α ≤ 3.54). Cellulose tris(4‐methylbenzoate) (Chiracel OJ) exhibited remarkable differences in the selectivity of enantiomeric resolution as compared to cellulose tris(3,5‐dimethylphenylcarbamate)‐Chiracel OD and amylose tris(3,5‐dimethylphenylcarbamate)‐Chiralpak AD. The differences in selectivity towards particular homologs on these phases could be explained in terms of lipophilicity and steric factors. Chirality 11:790–794, 1999. © 1999 Wiley‐Liss, Inc.