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The empirical comparison of cyclofructans and cyclodextrins as chiral selectors in capillary electrophoretic separation of atropisomers of R,S‐1,1’‐binaphthalene‐2,2’‐diyl hydrogen phosphate
Authors:Adam P?ibylka  Martin ?vidrnoch  Eva Tesa?ová  Daniel W Armstrong  Vítězslav Maier
Institution:1. Regional Centre of Advanced Technologies and Materials, Faculty of Science, Palacky University in Olomouc, Czech Republic;2. Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University in Prague, Prague 2, Czech Republic;3. Department of Chemistry and Biochemistry, University of Texas at Arlington, Arlington, TX, USA
Abstract:Native cyclofructans and their isopropyl derivatives were studied as chiral selectors in capillary electrophoresis and compared with α‐ and β‐cyclodextrin. R,S‐1,1’‐Binaphthalene‐2,2’‐diyl hydrogen phosphate was used as a model chiral compound. The empirical observation of the enantioselectivity of native cyclofructans and isopropyl derivatives of cyclofructans was described and compared with the cyclodextrins. The influence of methanol and acetonitrile, as the most commonly used organic solvents, and sodium dodecyl sulfate as a micelle forming additive on the separation of R,S‐1,1’‐binaphthalene‐2,2’‐diyl hydrogen phosphate atropisomers was achieved. The different enantiorecognition abilities resulting from unlike interaction mechanism with R,S‐1,1’‐binaphthalene‐2,2’‐diyl hydrogen phosphate were observed for the studied cyclodextrins and cyclofructans, especially when methanol or sodium dodecyl sulfate were used as modifiers of the separation conditions.
Keywords:Atropisomers  Capillary electrophoresis  Cyclodextrin  Cyclofructan  Enantioseparation
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