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Expanding the enantioselectivity of the gas-chromatographic chiral stationary phase chirasil-val-C11 by doping it with octakis(3-O-butanoyl-2,6-di-O-n-pentyl)-gamma-cyclodextrin
Authors:Levkin Pavel A  Levkina Anna  Czesla Harri  Nazzi Samuele  Schurig Volker
Institution:Institute of Organic Chemistry, University of Tübingen, Tübingen, Germany.
Abstract:Combination of the enantioselective properties of the two versatile gas-chromatographic chiral stationary phases (CSPs) octakis(3-O-butanoyl-2,6-di-O-n-pentyl)-gamma-CD (Lipodex E) 1 and L-valine-diamide-based CSP Chirasil-Val-C11 2 has been realized by doping the chiral polymer 2 with the nonpolymeric selector 1. The resulting mixed-mode CSP Chirasil-Val(gamma-Dex) 3 was found to have a greatly improved enantioselectivity toward proline and aspartic acid (as N-trifluoroacetyl ethyl or methyl esters) in comparison to the single-mode CSP 2. The presence of the CD selector in 3 extended the scope of gas-chromatographic enantioseparations achievable on 2 to underivatized alcohols, terpenes, and other chiral compounds that are exclusively enantioseparated on 1.
Keywords:Chirasil‐Val‐C11  γ‐Cyclodextrins  Enantioselective gas chromatography  Lipodex E  Mixed CSP
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