Supramolecular assemblies of cucurbit[n]urils and 4-aminopyridine controlled by cucurbit[n]uril size (n = 5, 6, 7 and 8)

Lu, Yun; Yu, Zhichao; Yang, Xinan; Dai, Jingjing; Shan, Peihui; Feng, Xianhao; Tao, Zhu; Redshaw, Carl; Xiao, Xin

Abstract

The binding interactions between 4-aminopyridine (4-AP) and a series of cucurbit[n]urils (Q[5], Q[6], TMeQ[6], Q[7], Q[8]) have been studied using 1H NMR spectroscopy, UV–vis absorption spectroscopy, isothermal titration calorimetry (ITC) and X-ray crystallography. The data indicates that the Q[5]@4-AP complex exhibits exo binding, which is not observed in the other four host-guest complexes. Furthermore, X-ray crystallography clearly reveals how the Q[n]s bind with 4-AP to form complexes, for example Q[5] forms an outer-surface complex, whilst Q[6], TMeQ[6] and Q[7] formed 1:1 host and guest type complexes, and Q[8] formed a stable 1:2 ternary complex due to its large cavity, which can accommodate two 4-AP molecules.

Citation

Lu, Y., Yu, Z., Yang, X., Dai, J., Shan, P., Feng, X., …Xiao, X. (2023). Supramolecular assemblies of cucurbit[n]urils and 4-aminopyridine controlled by cucurbit[n]uril size (n = 5, 6, 7 and 8). Chinese Chemical Letters, 34(7), Article 108040. https://doi.org/10.1016/j.cclet.2022.108040

• Journal Article Type: Article
• Acceptance Date: Dec 1, 2022
• Online Publication Date: Dec 5, 2022
• Publication Date: Jul 1, 2023
• Deposit Date: Dec 6, 2022
• Publicly Available Date: Dec 6, 2023
• Journal: Chinese Chemical Letters
• Print ISSN: 1001-8417
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 34
• Issue: 7
• Article Number: 108040
• DOI: https://doi.org/10.1016/j.cclet.2022.108040
• Keywords: Cucurbit[n]urils; 4-Aminopyridine; Host-guest chemistry; Supramolecular assembly; exo binding
• Public URL: https://hull-repository.worktribe.com/output/4139166