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Direct resolution of enantiomers of basic imidazol‐2‐yl‐substituted alcohols by gas chromatography on chirasil‐val
Author(s) -
Briody John M.,
Keenan David,
Nicholson Graeme J.,
Koppenhoefer Bernhard
Publication year - 1993
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/chir.530050407
Subject(s) - chemistry , enantiomer , resolution (logic) , substituent , gas chromatography , chromatography , chiral column chromatography , chiral stationary phase , organic chemistry , chiral resolution , chiral derivatizing agent , artificial intelligence , computer science
The direct resolution of enantiomers of a series of imidazol‐2‐yl‐substituted alcohols has been achieved by gas chromatography on a well‐deactivated fused‐silica capillary column, coated with L ‐Chirasil‐Val as the chiral stationary phase. The separation of these basic compounds is accomplished without exaggerated peak tailing. Compared to simpler alcohols the resolution factors (α) observed are extraordinarily large. While the imidazolyl substituent may contribute to the mechanism of the chiral discrimination, the crucial interaction is assumed to be through the hydroxy group, based on the observation that the resolution factors for the corresponding O‐acetyl derivatives are markedly reduced. © 1993 Wiley‐Liss, Inc.