Evaluation of chiral ionic liquids as additives to cyclodextrins for enantiomeric separations by capillary electrophoresis

被引:105
作者
Francois, Yannis
Varenne, Anne
Juillerat, Emilie
Villemin, Didier
Gareil, Pierre
机构
[1] Ecole Natl Super Chim Paris, CNRS, UMR 7575, Lab Electrochem & Analyt Chem, F-75231 Paris 05, France
[2] ENSI Caen, CNRS, UMR 6507, Lab Mol Thioorgan Chem, F-14050 Caen, France
关键词
ionic liquids; capillary electrophoresis; chiral separations; choline-based ionic liquids; neutral cyclodextrins; arylpropionic acids;
D O I
10.1016/j.chroma.2006.12.076
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A great interest has been drawn these last years towards ionic liquids in analytical chemistry, especially for separation methods. Recent synthesis of chiral ILs opened the way of the evaluation of new potential selectors for enantiomeric separations. This work focused on the evaluation of two chiral ILs (ethyl- and phenylcholine of bis(trifluoromethylsulfonyl)imide) by CE. Particular selectivities are awaited by exploiting unique ion-ion or ion-dipole interactions and by tailoring the nature of the cation and the anion. To evaluate such phenomena, a study was carried out with anti-inflammatory drugs 2-arylpropionic acids as model compounds. The results show that these chiral ILs did not present direct enantioselectivity with regard to these model analytes. The influence of chiral ILs in the electrolytes was then studied in the presence of classical chiral selectors (di-or trimethyl-beta-cyclodextrin). Although no general trend could be established, an increase in separation selectivity and resolution was observed in some cases, suggesting synergistic effects. The complementary determination of apparent inclusion constant values of these IL cations in the used cyclodextrins by affinity CE provided support to the understanding of the phenomena involved. (C) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:134 / 141
页数:8
相关论文
共 56 条
[41]  
Vaher M, 2002, ELECTROPHORESIS, V23, P426, DOI 10.1002/1522-2683(200202)23:3<426::AID-ELPS426>3.0.CO
[42]  
2-8
[43]   Separation of polyphenolic compounds extracted from plant matrices using capillary electrophoresis [J].
Vaher, M ;
Koel, M .
JOURNAL OF CHROMATOGRAPHY A, 2003, 990 (1-2) :225-230
[44]   Application of 1-alkyl-3-methylimidazolium-based ionic liquids in non-aqueous capillary electrophoresis [J].
Vaher, M ;
Koel, M ;
Kaljurand, M .
JOURNAL OF CHROMATOGRAPHY A, 2002, 979 (1-2) :27-32
[45]   Non-aqueous capillary electrophoresis in acetonitrile using ionic-liquid buffer electrolytes [J].
Vaher, M ;
Koel, M ;
Kaljurand, M .
CHROMATOGRAPHIA, 2001, 53 (Suppl 1) :S302-S306
[46]   Chiral separations by capillary electrophoresis: Recent developments and applications [J].
Van Eeckhaut, Ann ;
Michotte, Yvette .
ELECTROPHORESIS, 2006, 27 (14) :2880-2895
[47]   Capillary electrophoretic separations of enantiomers using cyclodextrin-containing background electrolytes [J].
Vigh, G ;
Sokolowski, AD .
ELECTROPHORESIS, 1997, 18 (12-13) :2305-2310
[48]   pH-dependent partitioning in room temperature ionic liquids provides a link to traditional solvent extraction behavior [J].
Visser, AE ;
Swatloski, RP ;
Rogers, RD .
GREEN CHEMISTRY, 2000, 2 (01) :1-4
[49]  
Wasserscheid P, 2000, ANGEW CHEM INT EDIT, V39, P3772, DOI 10.1002/1521-3773(20001103)39:21<3772::AID-ANIE3772>3.0.CO
[50]  
2-5