KMID : 0370220190630060328
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Yakhak Hoeji 2019 Volume.63 No. 6 p.328 ~ p.332
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Chromatographic Enantiomer Separation of Chiral Amines as Fluorene-2-carboxaldimine Derivatives Using Polysaccharide-derived Chiral Stationary Phases
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Adhikari Suraj
Kim Kwang-Joon Lee Won-Jae
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Abstract
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Fluorene-2-carboxaldehyde was used as a new derivatizing agent for the first time to separate the enantiomersof chiral aliphatic amines including amino alcohols by normal phase HPLC under ultraviolet detection. The enantiomerseparation of four chiral amines as fluorene-2-carboxaldimine derivatives was performed on six covalently bonded and fourcoated type polysaccharide-derived chiral stationary phases (CSPs) of amylose or cellulose-based chiral sorbents and theobtained chromatographic results were compared. The nature of the employed CSP (chiral selector or CSP type) and theused analyte type (aliphatic amines and amino alcohols) have significant impact on chromatographic parameters ofenantioseparation and retention factor. In general, Chiralpak IE and Chiralpak IF showed good enantioseparation for all theanalytes. In particular, the cellulose-derived CSPs showed the greatest enantiomer separation especially for amino alcoholanalytes. Among the cellulose-derived CSPs, the coated type CSPs (Chiralcel OD-H and Lux Cellulose-1) showed betterenantioselectivity and resolution for these analytes than the covalently bonded Chiralpak IB.
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KEYWORD
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Chiral amine, chiral selector, chiral stationary phase, enantiomer separation, fluorene-2-carboxaldimine derivative
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