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首页> 外文期刊>Chromatographia >Use of native and derivatized cyclodextrin chiral stationary phases for the enantioseparation of aromatic and aliphatic sulfoxides by high performance liquid chromatography
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Use of native and derivatized cyclodextrin chiral stationary phases for the enantioseparation of aromatic and aliphatic sulfoxides by high performance liquid chromatography

机译:天然和衍生化的环糊精手性固定相通过高效液相色谱法拆分芳香族和脂肪族亚砜的对映体

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摘要

The enantioselectivity of native and derivatized cyclodextrin stationary phases for aromatic and aliphatic chiral sulfoxides was evaluated using high performance liquid chromatography (HPLC). Many sulfoxide enantiomers could be baseline resolved using the derivatized cyclodextrin stationary phases in the reverse phase mode. The most important factor influencing enantioselectivity is the presence of steric bulk alpha to the chiral center. However, substituents on an aromatic ring bonded to the sulfoxide have less pronounced effects on enantioselectivity. The 2,3-dimethyl β-cyclodextrin exhibits the broadest anantioselectivity for neutral chiral sulfoxides. Native cyclodextrins and hydroxypropyl-β-cyclodextrins were much less effective in separating this class of molecules. The hydrogen bonding ability of the organic modifier does not significantly affect enantioselectivity.
机译:使用高效液相色谱(HPLC)评价天然和衍生化的环糊精固定相对芳族和脂族手性亚砜的对映选择性。可以使用衍生化的环糊精固定相以反相方式基线拆分许多亚砜对映体。影响对映选择性的最重要因素是手性中心的空间体积α存在。但是,与亚砜键合的芳环上的取代基对对映选择性的影响较小。 2,3-二甲基β-环糊精对中性手性亚砜表现出最广泛的抗选择性。天然环糊精和羟丙基-β-环糊精在分离此类分子方面效果不佳。有机改性剂的氢键结合能力不会显着影响对映选择性。

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