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Enantioseparation of chiral sulfonates by liquid chromatography and subcritical fluid chromatography


Pell, R and Schuster, G and Lammerhofer, M and Lindner, W, Enantioseparation of chiral sulfonates by liquid chromatography and subcritical fluid chromatography, Journal of Separation Science, 35, (19) pp. 2521-2528. ISSN 1615-9306 (2012) [Refereed Article]

Copyright Statement

Copyright 2012 Wiley Verlag

DOI: doi:10.1002/jssc.201200448


Tert-butylcarbamoyl-quinine and -quinidine weak anion-exchange chiral stationary phases (ChiralpakŪ QN-AX and QD-AX) have been applied for the separation of sodium β-ketosulfonates, such as sodium chalconesulfonates and derivatives thereof. The influence of type and amount of co- and counterions on retention and enantioresolution was investigated using polar organic mobile phases. Both columns exhibited remarkable enantiodiscrimination properties for the investigated test solutes, in which the quinidine-based column showed better enantioselectivity and slightly stronger retention for all analytes compared to the quinine-derived chiral stationary phase. With an optimized mobile phase (MeOH, 50 mM HOAc, 25 mM NH3), 12 of 13 chiral sulfonates could be baseline separated within 8 min using the quinidine-derivatized column. Furthermore, subcritical fluid chromatography (SubFC) mode with a CO2-based mobile phase using a buffered methanolic modifier was compared to HPLC. Generally, SubFC exhibited slightly inferior enantioselectivities and lower elution power but also provided unique baseline resolution for one compound.

Item Details

Item Type:Refereed Article
Keywords:chiral separation, chiral sulfonates, cinchona alkaloid, liquid chromatography, subcritical fluid chromatography
Research Division:Chemical Sciences
Research Group:Analytical chemistry
Research Field:Separation science
Objective Division:Expanding Knowledge
Objective Group:Expanding knowledge
Objective Field:Expanding knowledge in the chemical sciences
UTAS Author:Schuster, G (Dr Georg Schuster)
ID Code:91510
Year Published:2012
Web of Science® Times Cited:10
Deposited By:Austn Centre for Research in Separation Science
Deposited On:2014-05-21
Last Modified:2014-06-17

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