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Chiral covalent organic framework incorporated organic polymer monolithic capillary column for enantioseparations

Rui-Ke Song, Yanxia Li, Yi‐Ting Chen, Zhenli Qiu, Lu Huang

2023Journal of Separation Science15 citationsDOIOpen Access PDF

Abstract

A chiral covalent organic framework was synthesized, characterized, and incorporated into organic polymer monolithic capillary columns to provide chiral stationary phases for enantioseparations. The prepared monolithic capillary columns were characterized by scanning electron microscopy and elemental analysis. To obtain better enantioseparations, the columns' preparation conditions, and enantioseparation conditions were optimized. Baseline resolutions of several chiral compounds were obtained with good reproducibility and stability. Furthermore, the mechanism of chiral recognition was investigated using molecular docking with AutoDock. Docking results showed that the enantioselectivity factor rather than resolution is correlated with the binding free energy difference between enantiomers with the chiral covalent organic framework. And abundant acetoxy and nitrile groups as well as benzene rings in the chiral covalent organic framework are responsible for the enantioseparation ability of the chiral monolithic capillary columns.

Topics & Concepts

ChemistryEnantiomerCovalent bondNitrileAutoDockCapillary actionChiral resolutionCapillary electrophoresisOrganic chemistryChromatographyMaterials scienceBiochemistryComposite materialGeneIn silicoCovalent Organic Framework ApplicationsMetal-Organic Frameworks: Synthesis and ApplicationsLuminescence and Fluorescent Materials
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