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Capillary electrophoretic resolution of chiral aryl alkyl and aryl benzyl sulphoxides using sulphated β ‐cyclodextrins as chiral selectors
Author(s) -
Hadley Mark R.,
Decrette Marie,
Guilloré Gaelle,
Rosini Carlo,
Donnoli Maria I.,
Superchi Stefano,
Hutt Andrew J.
Publication year - 2001
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/1615-9314(20010901)24:9<766::aid-jssc766>3.0.co;2-2
Subject(s) - chemistry , capillary electrophoresis , enantiomer , aryl , cyclodextrin , alkyl , chromatography , electrophoresis , chiral resolution , organic chemistry
The enantiomeric resolution of a series of chiral aryl alkyl and aryl benzyl sulphoxides was investigated by reversed‐polarity capillary electrophoresis using sulphated‐β‐cyclodextrins as chiral selectors. Separations were performed using fused silica capillaries with a lithium phosphate run buffer (100 mM, pH 2) containing hydroxyethylcellulose as a dynamic coating agent to virtually eliminate electroosmotic flow and sulphated‐β‐cyclodextrins as chiral selectors. The majority of enantiomeric pairs were resolved in the presence of heptakis‐6‐sulphato‐β‐cyclodextrin, heptakis‐(2,3‐diacetyl‐6‐sulphato)‐β‐cyclodextrin, and sulphated‐β‐cyclodextrin (average degree of substitution = 4). In general, the electrophoretic migration order was R ‐ before S ‐sulphoxide, indicating generally greater affinities between the R ‐enantiomers and the sulphated β‐CDs.