CHROMATOGRAPHIC RESOLUTION ON METHYLBENZOYLCELLULOSE BEADS - MODULATION OF THE CHIRAL RECOGNITION BY VARIATION OF THE POSITION OF THE METHYL-GROUP ON THE AROMATIC RING

CHROMATOGRAPHIC RESOLUTION ON METHYLBENZOYLCELLULOSE BEADS - MODULATION OF THE CHIRAL RECOGNITION BY VARIATION OF THE POSITION OF THE METHYL-GROUP ON THE AROMATIC RING
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DOI:
10.1016/0021-9673(92)85147-l
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发表时间:
1992-03-20
期刊:
JOURNAL OF CHROMATOGRAPHY
影响因子:
--
通讯作者:
WOLF, RM
WOLF, RM
中科院分区:
其他
文献类型:
--
作者:
FRANCOTTE, E;WOLF, RM

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纯聚合物形式的纤维素基手性固定相(CSP)的制备(即,没有非手性载体如硅胶),根据已经报道的用于苯甲酰基纤维素的方法,扩展到取代的苯甲酰基纤维素衍生物。比较了苯甲酰基纤维素和邻、间、对甲基苯甲酰基纤维素的手性识别能力。结果表明,这四种手性固定相具有不同的选择性,在许多情况下,不同的甲基苯甲酰基纤维素手性固定相的洗脱顺序发生了颠倒,表明它们与同一外消旋溶质发生了不同的相互作用。这四种手性固定相都具有广泛的外消旋结构,显示了新型纤维素基吸附剂的巨大应用潜力。这尤其适用于制备分离,因为材料不沉积在非手性支持基质上,因此具有比涂覆的CSP更高的负载能力。
The preparation of cellulose-based chiral stationary phases (CSPs) in the pure polymer form (i.e., without an achiral support such as silica gel), according to a process already reported for benzoyl cellulose, was extended to substituted benzoylcellulose derivatives. The chiral recognition abilities of benzoylcellulose and o-, m- and p-methylbenzoylcellulose were compared, The four CSPs are shown to exhibit different selectivities and in numerous instances an inversion of the elution order was observed on the different methylbenzoylcellulose CSPs, indicating that the CSPs undergo different interactions with the same racemic solute. The broad variety of racemic structures that can be resolved on the four CSPs indicate the great application potential of the new cellulose-based sorbents. This should be the case especially for preparative separations, as the materials are not deposited on an achiral supporting matrix and thus have a higher loading capacity than coated CSPs.