Abstract：
Developing novel chiral stationary phases (CSPs) with versatility is of great importance in enantiomer separation. This study fabricated a dual-chiral covalent organic framework (PA-CA COF) via successive post-synthetic modifications. The chiral trans-1,2-cyclohexanediamine (CA) and (D)-penicillamine (PA) groups were periodically aligned within nanochannels of the COF, allowing selective recognition of enantiomers through intermolecular interactions. It can be a versatile high-performance liquid chromatography (HPLC) CSP for separating a wide range of enantiomers, including chiral pharmaceutical intermediates and chiral drugs. With separation performance comparable to commercial chiral columns and even greater versatility, the PA-CA COF@SiO2 column held promise for practical applications. Chiral separation results combined with molecular simulation indicated that the mixed mode of PA and CA resulted in the broad separation capability of PA-CA COF. The introduction of the dual-chiral COFs concept opens up a new avenue for chiral recognition and separation, holding great potential for practical enantiomer separation.
摘要：
开发具有多功能性的新型手性固定相（CSP）在对映体分离中具有重要意义。本研究通过连续的合成后修饰制造了双手性共价有机框架（PA-CACOF）。手性反式-1,2-环己烷二胺（CA）和（D）-青霉胺（PA）基团在COF的纳米通道内周期性地排列，允许通过分子间相互作用选择性识别对映异构体。它可以是一种通用的高效液相色谱（HPLC）CSP，用于分离多种对映异构体，包括手性药物中间体和手性药物。具有与商业手性柱相当的分离性能和更大的通用性，PA-CACOF@SiO2柱具有实际应用的前景。手性分离结果与分子模拟相结合表明，PA和CA的混合模式导致了PA-CACOF的广泛分离能力。双手性COFs概念的引入为手性识别和分离开辟了新途径,对于实际的对映体分离具有巨大的潜力。
