FACTORIAL DESIGN APPROACH TO STUDYING THE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC CHIRAL SEPARATION OF N-ARYLTHIAZOLIN-2-(THI)ONE ATROPISOMERS ON CHIRALCEL OJ

Citation
C. Roussel et al., FACTORIAL DESIGN APPROACH TO STUDYING THE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC CHIRAL SEPARATION OF N-ARYLTHIAZOLIN-2-(THI)ONE ATROPISOMERS ON CHIRALCEL OJ, Journal of chromatography, 722(1-2), 1996, pp. 177-188
Citations number
18
Categorie Soggetti
Chemistry Analytical","Biochemical Research Methods
Journal title
Volume
722
Issue
1-2
Year of publication
1996
Pages
177 - 188
Database
ISI
SICI code
Abstract
A two-level partial factorial design was applied to quantify the effec t (including the lipophilicity effect) of five selected structural par ameters on the retention and chiral separation of atropisomers of N-ar ylthiazolin-2-(thi)one atropisomers CHIRALCEL OJ in hexane-2-propanol (9:1) and ethanol eluents. The linear correlation between the capacity factors on CHIRALCEL OJ and the lipophilicity parameter indicates the non-discriminating lipophilicity contribution of structural factors o n the retention of each enantiomer. Treatment of the lipophilicity fre ed data indicates attractive or repulsive structural effects responsib le for the discriminating interactions. This results in a clear descri ption of the molecular area involved in the enantioselective retention of the tested compounds on CHIRALCEL OJ, thus facilitating the propos ition of a chiral recognition mechanism.