An azobenzenediamide bridged bis(β-cyclodextrin) chiral stationary phase (AZCDP) was prepared, and its high-performance liquid chromatography performance in reversed-phase and polar organic modes was evaluated by chiral probes, including triazoles, flavanones, amino acids and β-blockers. The results showed that AZCDP had strong chiral separation ability and the 40 chiral compounds were successfully resolved, of which 32 were completely separated (Rs ≥ 1.5) and the best enantioresolution was up to 3.93 within 20 min under a wide range of pH value and temperature. The separation ability of AZCDP with double cavities was significantly better than common CD-CSPs with single cavity, which was related to the synergistic inclusion effect. Compared with the previously reported stilbene (C=C)-bridged CSP, AZCDP with azobenzene (N=N)-bridged had a wider resolution range. For example, it could resolve myclobutanil, pindolol, carteolol, betaxolol, bevanolol and bitertanol, which could not be resolved before, and should be related to the fact that the flexible N=N was more compatible with the synergistic inclusion between cavities than the rigid C=C bridge group. The azobenzenediamide bridging group could also provide hydrogen bond, π–π and other sites, which was conducive to chiral separations.

中文翻译：

---

偶氮苯二酰胺桥联双(β-环糊精)键合手性HPLC固定相的制备与评价

制备了偶氮苯二酰胺桥联双(β-环糊精)手性固定相(AZCDP)，并通过三唑、黄烷酮、氨基酸和β-环糊精等手性探针评价了其在反相和极性有机模式下的高效液相色谱性能。阻滞剂。结果表明，AZCDP具有较强的手性分离能力，成功拆分了40种手性化合物，其中32种完全分离（Rs≥1.5），在较宽的pH值和温度范围内，20min内最佳对映体拆分可达3.93 。双腔AZCDP的分离能力明显优于普通单腔CD-CSP，这与协同包合效应有关。与之前报道的二苯乙烯(C=C)桥联CSP相比，偶氮苯(N=N)桥联的AZCDP具有更宽的分辨率范围。例如，它可以解析出腈菌唑、吲哚洛尔、卡替洛尔、倍他洛尔、贝凡洛尔和比特醇，这些都是以前无法解析的，应该与柔性的N=N比刚性的更适合空腔之间的协同包合有关。 C=C桥基。偶氮苯二酰胺桥基还可以提供氢键、π-π等位点，有利于手性分离。