High-performance liquid chromatographic enantioseparation of amino compounds on newly developed cyclofructan-based chiral stationary phases

被引:23
作者
Aranyi, Anita
Bagi, Agnes
Ilisz, Istvan
Pataj, Zoltan
Fueloep, Ferenc
Armstrong, Daniel W. [2 ]
Antal, Peter [1 ]
机构
[1] Univ Szeged, Dept Inorgan & Analyt Chem, Inst Pharmaceut Chem, H-6720 Szeged, Hungary
[2] Univ Texas Arlington, Dept Chem & Biochem, Arlington, TX 76019 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
Amino compounds; Column liquid chromatography; Cyclofructan-based columns; Enantioseparation; Temperature effect; ASYMMETRIC TRANSFER HYDROGENATION;
D O I
10.1002/jssc.201100921
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Direct separation of the enantiomers of amino acid amines, amino alcohols, and diamines was performed on recently developed chiral stationary phases containing isopropyl carbamate-cyclofructan 6 (IP-CF6), (R)-naphthylethylcarbamate cyclofructan 6 (RN-CF6), or dimethylphenylcarbamate cyclofructan 7 (DMP-CF7) as chiral selectors, using n-hexane/alcohol/TFA as mobile phase. The effects of the mobile phase composition, the nature and concentrations of the alcoholic and acidic modifiers, and the structures of the analytes on the retention and resolution were investigated. In some cases, separations were carried out at constant mobile phase composition in the temperature range 540 degrees C. Thermodynamic parameters and Tiso values were calculated from plots of lnk versus 1/T. It was found that the enantioseparations were enthalpy driven. The sequences of elution of the stereoisomers were determined but no general rule could be established.
引用
收藏
页码:617 / 624
页数:11
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