Sztojkov-Ivanov Anita, Szatmári István, Péter Antal, Fülöp Ferenc
Institute of Pharmaceutical Chemistry, University of Szeged, Szeged, Hungary.
J Sep Sci. 2005 Dec;28(18):2505-10. doi: 10.1002/jssc.200500138.
The enantiomers of 1-(alpha-aminobenzyl)-2-naphthol and 2-(alpha-aminobenzyl)-1-naphthol analogs were separated isothermally on a cellulose-tris-3,5-dimethylphenyl carbamate-based chiral stationary phase (Chiralcel OD-H), at 10 degrees C increments in the range of 5-35 degrees C, using n-hexane/2-propanol/diethylamine as mobile phase. The mobile phase composition and temperature were varied to achieve baseline resolutions in a single chromatographic run. The dependence of the natural logarithms of selectivity factors, In alpha, on the inverse of temperature, 1/T, was used to determine the thermodynamic data of the enantiomers. The thermodynamic data revealed that all the compounds in this study separate via the same enthalpy-driven chiral recognition mechanism.
在基于纤维素-三(3,5-二甲基苯基)氨基甲酸酯的手性固定相(Chiralcel OD-H)上,以正己烷/2-丙醇/二乙胺为流动相,在5至35℃范围内以10℃的增量等温分离1-(α-氨基苄基)-2-萘酚和2-(α-氨基苄基)-1-萘酚类似物的对映体。改变流动相组成和温度以在一次色谱运行中实现基线分离度。利用选择性因子的自然对数lnα对温度倒数1/T的依赖性来确定对映体的热力学数据。热力学数据表明,本研究中的所有化合物均通过相同的焓驱动手性识别机制进行分离。