Supramolecular Self-assembly Formed from Cucurbit[8]uril and p-Hydroxybenzoic Acid

doi:10.1007/s40242-023-3119-9

高等学校化学研究 ›› 2023, Vol. 39 ›› Issue (6): 1058-1063.doi: 10.1007/s40242-023-3119-9

Supramolecular Self-assembly Formed from Cucurbit[8]uril and p-Hydroxybenzoic Acid

WANG Chenghui¹, YU Zhichao¹, BAI Qinghong¹, PAN Dingwu¹, PRIOR Timothy J.², TAO Zhu¹, REDSHAW Carl², and XIAO Xin¹

1. Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang 550025, P.R. China;
2. Chemistry, School of Natural Sciences, University of Hull, Hull HU6 7RX, UK

收稿日期:2023-05-11 出版日期:2023-12-01 发布日期:2023-11-18
通讯作者: XIAO Xin, REDSHAW Carl E-mail:xxiao@gzu.edu.cn;C.Redshaw@hull.ac.uk
基金资助:
This work was supported by the Science and Technology Projects of Guizhou Province, China (No.ZK [2023] General 040).

Supramolecular Self-assembly Formed from Cucurbit[8]uril and p-Hydroxybenzoic Acid

WANG Chenghui¹, YU Zhichao¹, BAI Qinghong¹, PAN Dingwu¹, PRIOR Timothy J.², TAO Zhu¹, REDSHAW Carl², and XIAO Xin¹

1. Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang 550025, P.R. China;
2. Chemistry, School of Natural Sciences, University of Hull, Hull HU6 7RX, UK

Received:2023-05-11 Online:2023-12-01 Published:2023-11-18
Contact: XIAO Xin, REDSHAW Carl E-mail:xxiao@gzu.edu.cn;C.Redshaw@hull.ac.uk
Supported by:
This work was supported by the Science and Technology Projects of Guizhou Province, China (No.ZK [2023] General 040).

摘要/Abstract

摘要： The binding behavior of cucurbit[8]uril (Q[8]) and p-hydroxybenzoic acid (p-HBA) has been investigated using ¹H NMR titration experiments, UV-Vis absorption, isothermal titration calorimetry (ITC), and X-ray crystallography. Results revealed that the Q[8] can accommodate two p-HBA molecules to form a 1:2 host-guest inclusion complex in solution, namely (p-HBA)₂@Q[8]. From a poorly scattering crystal, we were able to identify two symmetry unique Q[8] rings, but with different p-HBA fillings. The structure can be represented as Q[8]+1.5 p-HBA, which gives Q[8]@(p-HBA)₂∙Q[8]@p-HBA as the structural formula. This supramolecular structure was screened for its ability to capture iodine. The experimental results showed that the adsorption efficiency of the supramolecular organic framework material for iodine capture was 43.8%, with an equilibrium adsorption capacity of 223.3 mg/g.

关键词: Supramolecular self-assembly, Cucurbit[8]uril, p-Hydroxybenzoic acid

Abstract: The binding behavior of cucurbit[8]uril (Q[8]) and p-hydroxybenzoic acid (p-HBA) has been investigated using ¹H NMR titration experiments, UV-Vis absorption, isothermal titration calorimetry (ITC), and X-ray crystallography. Results revealed that the Q[8] can accommodate two p-HBA molecules to form a 1:2 host-guest inclusion complex in solution, namely (p-HBA)₂@Q[8]. From a poorly scattering crystal, we were able to identify two symmetry unique Q[8] rings, but with different p-HBA fillings. The structure can be represented as Q[8]+1.5 p-HBA, which gives Q[8]@(p-HBA)₂∙Q[8]@p-HBA as the structural formula. This supramolecular structure was screened for its ability to capture iodine. The experimental results showed that the adsorption efficiency of the supramolecular organic framework material for iodine capture was 43.8%, with an equilibrium adsorption capacity of 223.3 mg/g.

Key words: Supramolecular self-assembly, Cucurbit[8]uril, p-Hydroxybenzoic acid

WANG Chenghui, YU Zhichao, BAI Qinghong, PAN Dingwu, PRIOR Timothy J., TAO Zhu, REDSHAW Carl, and XIAO Xin. Supramolecular Self-assembly Formed from Cucurbit[8]uril and p-Hydroxybenzoic Acid[J]. 高等学校化学研究, 2023, 39(6): 1058-1063.

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Supramolecular Self-assembly Formed from Cucurbit[8]uril and p-Hydroxybenzoic Acid

Supramolecular Self-assembly Formed from Cucurbit[8]uril and p-Hydroxybenzoic Acid

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