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Enantiomeric separation of a thiazolbenzenesulfonamide compound using packed‐column subcritical fluid chromatography
Author(s) -
Chen Lu,
Thompson Richard A.,
Johnson Bruce D.,
Wyvratt Jean M.
Publication year - 2002
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.10100
Subject(s) - chemistry , enantiomer , analyte , chromatography , chiral derivatizing agent , molecule , chiral column chromatography , packed bed , column chromatography , carbamate , organic chemistry
Separation of enantiomers of a thiazolbenzenesulfonamide compound was performed on a Chiralpak ® AD column using subcritical fluid chromatography. Effects of alcohol modifier and temperature on the separations were studied. The results revealed that while the main adsorbing interactions were between the hydroxyl group of the analyte and the carbamate group of the stationary phase, chiral discrimination was achieved through an inclusion mechanism within the chiral cavity created along the amylose chains. Analogs and synthetic precursors of the thiazolbenzenesulfonamide studied were also investigated so as to understand the effect of functional groups and configuration of the analyte molecule upon chiral recognition. Chirality 14:393–399, 2002. © 2002 Wiley‐Liss, Inc.