上海交通大学崔勇团队报道了高稳定性共价有机框架是液相色谱和气相色谱分离通用手性固定相的关键。相关研究成果于2022年1月6日发表在《美国化学会杂志》。

高效液相色谱（HPLC）和气相色谱（GC）手性固定相（CSPs）是手性分离领域最流行和最适用的技术，但目前还没有同时用于液相色谱和气相色谱的CSPs。

该文中，研究人员证明了两个具有手性冠醚基团的烯烃连接共价有机框架（COFs）不仅可以在GC中广泛分离，而且可以在正相和反相HPLC中广泛分离。两种COFs具有相同的2D层状多孔结构，但通道大小不同，在不同的化学环境（包括水、有机溶剂、酸和碱）下表现出高稳定性。手性冠醚在COFs通道内周期性排列，可以通过分子间相互作用对客体分子进行对映选择性识别。

COFs填充的HPLC和GC柱显示出良好的互补性，每种柱都具有高分辨率、选择性和耐久性，可用于分离多种外消旋化合物，包括氨基酸、酯、内酯、酰胺、醇、醛、酮和药物。其拆分性能可与最广泛使用的商用手性柱相媲美，且通用性优于这些手性柱，显示出实际应用的前景。

研究工作提高了COFs的稳定性，使其成为难以或不可能生产的色谱用潜在通用CSPs。

附：英文原文

Title: Are Highly Stable Covalent Organic Frameworks the Key to Universal Chiral Stationary Phases for Liquid and Gas Chromatographic Separations

Author: Chen Yuan, Wenyan Jia, Ziyun Yu, Yanan Li, Min Zi, Li-Ming Yuan, Yong Cui

Issue&Volume: January 6, 2022

Abstract: High-performance liquid chromatography (HPLC) and gas chromatography (GC) over chiral stationary phases (CSPs) represent the most popular and highly applicable technology in the field of chiral separation, but there are currently no CSPs that can be used for both liquid and gas chromatography simultaneously. We demonstrate here that two olefin-linked covalent organic frameworks (COFs) featuring chiral crown ether groups can be general CSPs for extensive separation not only in GC but also in normal-phase and reversed-phase HPLC. Both COFs have the same 2D layered porous structure but channels of different sizes and display high stability under different chemical environments including water, organic solvents, acids, and bases. Chiral crown ethers are periodically aligned within the COF channels, allowing for enantioselective recognition of guest molecules through intermolecular interactions. The COF-packed HPLC and GC columns show excellent complementarity and each affords high resolution, selectivity, and durability for the separation of a wide range of racemic compounds, including amino acids, esters, lactones, amides, alcohols, aldehydes, ketones, and drugs. The resolution performances are comparable to and the versatility is superior to those of the most widely used commercial chiral columns, showing promises for practical applications. This work thus advances COFs with high stability as potential universal CSPs for chromatography that are otherwise hard or impossible to produce.

DOI: 10.1021/jacs.1c11051

Source: https://pubs.acs.org/doi/10.1021/jacs.1c11051