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)-γ-cyclodextrin
✍ Scribed by Pavel A. Levkin; Anna Levkina; Harri Czesla; Samuele Nazzi; Volker Schurig
- Publisher
- John Wiley and Sons
- Year
- 2007
- Tongue
- English
- Weight
- 612 KB
- Volume
- 30
- Category
- Article
- ISSN
- 1615-9306
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✦ Synopsis
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)‐γ‐CD (Lipodex E) 1 and L‐valine‐diamide‐based CSP Chirasil‐Val‐C~11~ 2 has been realized by doping the chiral polymer 2 with the nonpolymeric selector 1. The resulting mixed‐mode CSP Chirasil‐Val(γ‐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.