| 論文名 |
Enantiomeric separation of isochromene derivatives by high-performance liquid chromatography using cyclodextrin based stationary phases and principal component analysis of the separation data. |
| 著者 |
Yasith S Nanayakkara
Ross M Woods
Zachary S Breitbach
Sachin Handa
LeGrande M Slaughter
Daniel W Armstrong
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| キーワード |
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| 出版年月 |
1970年1月 |
| 発表先 |
J Chromatogr A. 2013 Aug 30;1305:94-101. |
| WEBサイト |
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| 論文概要（和文） |
シクロデキストリンベースの固定相と分離データの主成分分析を使用した高速液体クロマトグラフィーによるイソクロメン誘導体の鏡像異性体分離。 |
| 論文概要（英文） |
Isochromene derivatives are very important precursors in the natural products industry. Hence the enantiomeric separations of chiral isochromenes are important in the pharmaceutical industry and for organic asymmetric synthesis. Here we report enantiomeric separations of 21 different chiral isochromene derivatives, which were synthesized using alkynylbenzaldehyde cyclization catalyzed by chiral gold(I) acyclic diaminocarbene complexes. All separations were achieved by high-performance liquid chromatography with cyclodextrin based (Cyclobond) chiral stationary phases. Retention data of 21 chiral compounds and 14 other previously separated isochromene derivatives were analyzed using principal component analysis. The effect of the structure of the substituents on the isochromene ring on enantiomeric resolution as well as the other separation properties was analyzed in detail. Using principal component analysis it can be shown that the structural features that contribute to increased retention are different from those that enhance enantiomeric resolution. In addition, principal component analysis is useful for eliminating redundant factors from consideration when analyzing the effect of various chromatographic parameters. It was found that the chiral recognition mechanism is different for the larger γ-cyclodextrin as compared to the smaller β-cyclodextrin derivatives. Finally this specific system of chiral analytes and cyclodextrin based chiral selectors provides an effective format to examine the application of principal component analysis to enantiomeric separations using basic retention data and structural features. |
