Encapsulationof the Haloalkane 4-Chloromethylpyridine Hydrochloride by Cucurbit[8]uril

Shan, Pei‐Hui; Lu, Yun; Yu, Zhi‐chao; Fan, Ying; Zhao, An‐ting; Redshaw, Carl; Tao, Zhu; Xiao, Xin

Abstract

Complexation of 4-chloromethylpyridine hydrochloride (G) with cucurbit[8]uril (Q[8]) has been investigated using NMR spectroscopy, UV-visible spectroscopy, isothermal titration calorimetry (ITC), Quantum calculation, and X-ray crystallography. The data indicated that the guest 4-chloromethylpyridine hydrochloride is completely encapsulated by the cavity of the Q[8] host in both aqueous solution and the solid state, generating a highly stable inclusion complex, namely G2@Q[8]. Interestingly, ion–dipole interactions and hydrogen-bonding interactions play a central role in the formation of the inclusion complex G2@Q[8], which provides a reliable basis for the encapsulation of small organic guests by the hydrophobic microenvironment of the cavity.

Citation

Shan, P., Lu, Y., Yu, Z., Fan, Y., Zhao, A., Redshaw, C., Tao, Z., & Xiao, X. (2022). Encapsulationof the Haloalkane 4-Chloromethylpyridine Hydrochloride by Cucurbit[8]uril. ChemistrySelect, 7(29), Article e202200107. https://doi.org/10.1002/slct.202200107

• Journal Article Type: Article
• Acceptance Date: Jul 18, 2022
• Online Publication Date: Aug 3, 2022
• Publication Date: Aug 5, 2022
• Deposit Date: Aug 6, 2022
• Publicly Available Date: Aug 4, 2023
• Journal: ChemistrySelect
• Electronic ISSN: 2365-6549
• Publisher: Wiley
• Peer Reviewed: Peer Reviewed
• Volume: 7
• Issue: 29
• Article Number: e202200107
• DOI: https://doi.org/10.1002/slct.202200107
• Keywords: Cucurbit[8]uril; 4-Chloromethylpyridine Hydrochloride; Host–guest binding; Inclusion complex; Supramolecular self-assembly
• Public URL: https://hull-repository.worktribe.com/output/4050527