Immobilization of (1S,2R)-(+)-2-amino-1,2-diphenylethanol derivates on aminated silica gel with different linkages as chiral stationary phases and their enantioseparation evaluation by HPLC
Autor: | Shi-Rong Li, Bao-Jiang He, Zheng-Wu Bai, Yong-Qiong Liu, Chuan-Qi Yin |
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Rok vydání: | 2009 |
Předmět: |
Magnetic Resonance Spectroscopy
Chemistry Organic Silica Gel High-performance liquid chromatography Catalysis Analytical Chemistry chemistry.chemical_compound Spectroscopy Fourier Transform Infrared Drug Discovery Organic chemistry Chiral derivatizing agent Bifunctional Chromatography High Pressure Liquid Spectroscopy Pharmacology Chromatography Molecular Structure Chemistry Silica gel Organic Chemistry Stereoisomerism Silicon Dioxide Amides Chiral column chromatography Models Chemical Ethanolamines Proton NMR Terephthaloyl chloride Chirality (chemistry) Isocyanates |
Zdroj: | Chirality. 21:442-448 |
ISSN: | 1520-636X 0899-0042 |
DOI: | 10.1002/chir.20618 |
Popis: | A chiral selector was prepared through the reaction between (1S,2R)-(+)-2-amino-1,2-diphenylethanol and phenyl isocyanate. This selector was immobilized on aminated silica gel, respectively, with bifunctional group linkers of 1,4-phenylene diisocyanate, methylene-di-p-phenyl diisocyanate, and terephthaloyl chloride to produce corresponding three chiral stationary phases. The prepared compounds and chiral stationary phases were characterized by FT-IR, elemental analysis, 1H NMR, and solid-state 1H NMR. The enantioseparation ability of these chiral stationary phases was evaluated with structurally various chiral compounds. The chiral stationary phase prepared with 1,4-phenylene diisocyanate as linker showed excellent enantioseparation ability. The influence of different linkages on the enantioseparation was discussed. Chirality, 2009. © 2008 Wiley-Liss, Inc. |
Databáze: | OpenAIRE |
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