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手性识别机制在超临界流体色谱中的研究进展。二、三-(3,5-二甲基苯甲酰基)纤维素和直链淀粉固定相上对映体分离的影响因素。

Insights into chiral recognition mechanisms in supercritical fluid chromatography. II. Factors contributing to enantiomer separation on tris-(3,5-dimethylphenylcarbamate) of amylose and cellulose stationary phases.

机构信息

Institut de Chimie Organique et Analytique, Université d'Orléans, CNRS UMR 6005, B.P. 6759, rue de Chartres, 45067 Orléans Cedex 2, France.

出版信息

J Chromatogr A. 2011 Apr 15;1218(15):2033-57. doi: 10.1016/j.chroma.2010.11.085. Epub 2010 Dec 8.

Abstract

In this second part of our work on enantioselective supercritical fluid chromatography (SFC), we investigate the factors participating in the chiral recognition process on tris-(3,5-dimethylphenylcarbamate) of amylose and cellulose chiral stationary phases (CSPs). 135 racemates with diverse structures were analysed under identical SFC conditions on both stationary phases. The possibility of identifying the differential interactions of an enantiomer pair within the chromatographic system is assessed using a modified version of the solvation parameter model and factorial discriminant analysis. It is illustrated that one relationship of intermolecular interactions is insufficient to express the enantioseparation of different groups of racemates. An innovative approach is used in unravelling the interactions taking part in the enantiorecognition process. Different intermolecular interactions participating in the enantiomeric separation are demonstrated between the two stationary phases.

摘要

在我们对手性超临界流体色谱(SFC)的工作的第二部分中,我们研究了在支链淀粉和纤维素手性固定相(CSP)的三-(3,5-二甲基苯甲酰基)上参与手性识别过程的因素。在两种固定相上,使用相同的 SFC 条件分析了 135 种具有不同结构的外消旋体。使用改进的溶剂化参数模型和因子判别分析评估了在色谱系统中识别对映体对差异相互作用的可能性。结果表明,一种分子间相互作用关系不足以表达不同组外消旋体的对映体分离。本文采用了一种创新的方法来揭示参与对映体识别过程的相互作用。在两种固定相之间证明了参与对映体分离的不同分子间相互作用。

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