CO2 Supercritical Fluid Chromatography with Chiral Stationary Phases: A Promising Coupling for the Resolution of Various Racemates

CO2 Supercritical Fluid Chromatography with Chiral Stationary Phases: A Promising Coupling for the Resolution of Various Racemates
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具有手性固定相的 CO2 超临界流体色谱:用于分离各种外消旋体的有前景的偶联

DOI:
10.1093/chromsci/27.7.383
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发表时间:
1989
影响因子:
1.3
通讯作者:
A. Tambuté
A. Tambuté
中科院分区:
化学4区
文献类型:
--
作者:
P. Macaudiere;M. Caude;R. Rosset;A. Tambuté

文献摘要

被引文献

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综述了手性固定相(CSPs)在二氧化碳超临界流体色谱中的应用。讨论了毛细管柱和填料柱的研究现状。然而,由于大多数最初的报道都是关于填充柱的,我们更深入地研究了各种pirkle型csp (DNBPG,硫代dnbtyr - a或-E, DACH-DNB等),环糊精csp (Cyclobond)和聚合物csp (ChiralCel OB和ChiralPak OT(+))的光学异构体的分辨。这些csp的LC和SFC行为的一些差异表明,二氧化碳-醇和己烷-醇混合物作为流动相是不可互换的:极性化合物在二氧化碳中的溶解度低于己烷,溶质和csp的溶剂化状态不同。在一些应用中,人们发现二氧化碳在立体选择性方面的作用类似于二氯甲烷。一般来说,SFC-CSP耦合是一种很有前途的外消旋体分离技术:它通常比LC在单位时间内具有更高的分辨率,有时还允许新型的手性分离。
The use of chiral stationary phases (CSPs) in supercritical fluid chromatography (SFC) with carbon dioxide is reviewed. The state-of-the-art for capillary and packed columns is discussed. However, because most of the initial reports are about packed columns, we more thoroughly investigate the resolution of optical isomers on various Pirkle-type CSPs (DNBPG,thio-DNBTyr-A or -E, DACH-DNB, etc.), cyclodextrin CSPs (Cyclobond), and polymer CSPs (ChiralCel OB and ChiralPak OT(+)). Several discrepancies in the LC and SFC behavior of these CSPs show that carbon dioxide-alcohol and hexane-alcohol mixtures are not interchangeable as mobile phases: solubilities of apolar compounds are lower in carbon dioxide than in hexane and the solvation state of both solutes and CSPs differs. For several applications, carbon dioxide is found to act like methylene chloride in regard to stereoselectivity. As a rule, the SFC-CSP coupling is a promising technique for the resolution of racemates: It usually leads to higher resolutions per unit of time than LC and sometimes allows new types of chiral separations.