State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, PR China; College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, PR China; College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.
J Chromatogr A. 2024 Nov 8;1736:465334. doi: 10.1016/j.chroma.2024.465334. Epub 2024 Sep 3.
As a novel class of chiral stationary phase (CPS) material, chiral covalent organic frameworks (CCOFs) have already shown great promise in open-tubular capillary electrochromatography (OT-CEC) for chiral separation. The synthesis methods of CCOFs used in OT-CEC mainly include bottom-up, post modification and chiral induction. The CCOFs synthesized by bottom-up and post modification strategies already have lots of applications in capillary electrochromatography, however, the chiral-induced synthesized via an asymmetric catalytic strategy has not yet been reported for using as the chiral stationary phase (CPS) in OT-CEC or even in chromatographic separation. Herein, the chiral-induced COF (Λ)-TpPa-1 was synthesized by asymmetric catalytic synthesis and coated on the inner surface of a capillary by an in-situ growth strategy as the CPS for chiral drug separation. The baseline separation of six enantiomers was achieved within 14 min, with a high-resolution (R) range from 1.85 to 6.75. Moreover, the resolution and migration time of the capillary keep stable within 160 runs, showing its superior stability and repeatability. This research provides a new idea for the development and application of novel CPS materials in the field of capillary electrochromatography separation, also shows the new application of chiral induced COFs. Furthermore, the chiral-induced CCOFs can be easily applied to other chromatographic separation fields, exhibiting its extensive application value in chiral analysis separation.
作为一类新型的手性固定相（CPS）材料，手性共价有机框架（CCOFs）在开管毛细管电色谱（OT-CEC）中的手性分离中已经显示出巨大的应用潜力。用于 OT-CEC 的 CCOFs 的合成方法主要包括自下而上、后修饰和手性诱导。通过自下而上和后修饰策略合成的 CCOFs 已经在毛细管电色谱中得到了广泛的应用，然而，通过不对称催化策略诱导合成的 CCOFs 尚未被报道用于作为手性固定相（CPS）在 OT-CEC 甚至在色谱分离中使用。本文通过不对称催化合成，合成了手性诱导的 COF（Λ）-TpPa-1，并通过原位生长策略将其涂覆在毛细管的内表面上，作为手性药物分离的 CPS。在 14 分钟内实现了六种对映异构体的基线分离，具有高分辨率（R）范围从 1.85 到 6.75。此外，在 160 次运行中，毛细管的分辨率和迁移时间保持稳定，表现出优异的稳定性和可重复性。本研究为新型 CPS 材料在毛细管电色谱分离领域的发展和应用提供了新的思路，也展示了手性诱导 COFs 的新应用。此外，手性诱导的 CCOFs 可以很容易地应用于其他色谱分离领域，在手性分析分离中具有广泛的应用价值。
