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首页> 外文期刊>Journal of chromatography, A: Including electrophoresis and other separation methods >Chiral separations and quantitative analysis of optical isomers on cellulose tribenzoate plates
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Chiral separations and quantitative analysis of optical isomers on cellulose tribenzoate plates

机译:三苯甲酸纤维素板上的旋光异构体的手性分离和定量分析

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In this paper new cellulose tribenzoate/gypsum layers in the ratio up to 8/1 (w/w) were investigated for the chiral resolution of closely related aromatic ketones (e.g. tetralones and indanones), alcohols (e.g. benzhydrols) and racemates or enantiomers of other compound classes (e.g. dinitrophenyl amino acids). Among 22 investigated compounds, 16 racemates were baseline or partially resolved by eluting with methanol or 2-propanol/water mixtures on 4/1 (w/w) layers. The best results were compared with those achieved on microcrystalline cellulose triacetate plates and on cellulose tribenzoate columns. The study of structurally related solutes allowed us to increase the knowledge of the retention and resolution mechanisms on this chiral stationary phase and to highlight the role of π-π interactions between cellulose tribenzoate and solutes with different substituents on the aromatic ring. However, some results were unexpected and confirmed the complexity of enantioseparation mechanisms, thus evidencing the importance of experimental tests. Densitometric scan in the visible region of cellulose tribenzoate/gypsum plates after their exposure to iodine vapours allowed us to successfully perform the quantitative analysis of the investigated compounds, thus overcoming the detection problems normally encountered with this stationary phase.
机译:本文研究了比例高达8/1(w / w)的新纤维素三苯甲酸酯/石膏层的手性拆分关系密切的芳族酮(例如四氢萘酮和茚满酮),醇(例如苯二酚)和消旋体或对映体的对映体其他化合物类别(例如二硝基苯基氨基酸)。在研究的22种化合物中,有16种外消旋物为基线或通过用甲醇或2-丙醇/水混合物在4/1(w / w)层上洗脱而部分拆分。将最佳结果与微晶纤维素三乙酸酯板和纤维素三苯甲酸酯柱上获得的结果进行了比较。对结构相关溶质的研究使我们能够增加对这种手性固定相的保留和拆分机理的了解,并强调了三苯甲酸纤维素与芳香环上具有不同取代基的溶质之间π-π相互作用的作用。然而,一些结果是出乎意料的,并证实了对映体分离机制的复杂性,从而证明了实验测试的重要性。在三苯甲酸酯/石膏纤维素板暴露于碘蒸气后在可见区域进行光密度扫描,这使我们能够成功地对所研究的化合物进行定量分析,从而克服了该固定相通常遇到的检测问题。

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