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首页> 外文期刊>Journal of chromatography, A: Including electrophoresis and other separation methods >High-performance liquid chromatographic enantioseparation of 1-(phenylethylamino)- or 1-(naphthylethylamino)methyl-2-naphthol analogs and a temperature-induced inversion of the elution sequence on polysaccharide-based chiral stationary phases
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High-performance liquid chromatographic enantioseparation of 1-(phenylethylamino)- or 1-(naphthylethylamino)methyl-2-naphthol analogs and a temperature-induced inversion of the elution sequence on polysaccharide-based chiral stationary phases

机译：1-（苯基乙基氨基）-或1-（萘乙基氨基）甲基-2-萘酚类似物的高效液相色谱对映体分离和温度诱导的基于多糖的手性固定相的洗脱顺序的反转

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摘要

The stereoisomers of five 1-(phenylethylamino)methyl-2-naphthol analogs or 1-(naphthylethylamino)methyl-2-naphthol analogs containing two chiral centers were directly separated on chiral stationary phases containing the chiral selectors cellulose tris-(3,5-dimethylphenyl) carbamate (Lux Cellulose-1), cellulose tris-(3-chloro-4-methylphenyl) carbamate (Lux Cellulose-2) and amylose tris-(5-chloro-2-methylphenyl) carbamate (Lux Amylose-2). Experiments were performed in normal-phase mode in a wide temperature range -5 to 70°C. Thermodynamic parameters and T_(iso) values were calculated from plots of lnk or lnα vs. 1/T. -Δ(ΔH°) ranged from 1.0 to 4.7kJmol~(-1), -Δ(ΔS°) from 1.6 to 11.0Jmol~(-1)K~(-1) and -Δ(ΔG°) from 0.1 to 1.5kJmol~(-1). The sequence of elution of the stereoisomers was determined in all cases and in one case a temperature-induced inversion of the elution sequence was observed.
机译：含有两个手性中心的五个1-（苯基乙基氨基）甲基-2-萘酚类似物或1-（萘乙基氨基）甲基-2-萘酚类似物的立体异构体在含有手性选择剂纤维素tris-（3,5-）的手性固定相上直接分离氨基甲酸二甲基苯基酯（Lux Cellulose-1），纤维素三氨基-（3-氯-4-甲基苯基）氨基甲酸酯（Lux Cellulose-2）和直链淀粉三-（5-氯-2-甲基苯基）氨基甲酸酯（Lux Amylose-2）。实验在-5至70°C的宽温度范围内以正相模式进行。根据lnk或lnα与1 / T的关系图计算热力学参数和T_（iso）值。 -Δ（ΔH°）为1.0至4.7kJmol〜（-1），-Δ（ΔS°）为1.6至11.0Jmol〜（-1）K〜（-1）和-Δ（ΔG°）为0.1至1.5kJmol〜（-1）在所有情况下都确定了立体异构体的洗脱顺序，在一种情况下，观察到温度诱导的洗脱顺序反转。

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