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Study on the Host-Guest Interactions Between Tetramethyl Cucurbit[6]uril and Benzimidazole Derivatives

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Abstract

In this paper, 1H NMR spectroscopy, isothermal titration calorimetry, X-ray crystallography and other characterization methods were used to investigate the interaction modes of tetramethyl cucurbit[6]uril(TMeQ[6]) and three benzimidazole derivatives in an aqueous solution-solid state. The results showed that the aromatic ring moieties in the three derivatives all entered the cavity of TMeQ[6] and their substituents were located at the port of TMeQ[6], forming 1:1 host-guest inclusion complexes. The crystal structures showed that the aromatic part of the benzimidazole derivatives interacted with the cavity of TMeQ[6] via hydrogen bond interactions and the N atoms on the benzimidazole ring formed hydrogen bonds with the carbonyl oxygen of TMeQ[6]. The ion-dipole interactions between [ZnCl4]2− and TMeQ[6] formed supramolecular self-assembly entities.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (No.22161010).

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Authors and Affiliations

  1. Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, College of Chemistry and Chemical Engineering, Guizhou University, Guiyang, 550025, P. R. China

    Naqin Yang, Xue Dai, Yue Ma, Xinan Yang & Peihua Ma

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  1. Naqin Yang
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  2. Xue Dai
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  3. Yue Ma
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  4. Xinan Yang
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  5. Peihua Ma
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Correspondence to Peihua Ma.

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Yang, N., Dai, X., Ma, Y. et al. Study on the Host-Guest Interactions Between Tetramethyl Cucurbit[6]uril and Benzimidazole Derivatives. Chem. Res. Chin. Univ. 39, 1017–1022 (2023). https://doi.org/10.1007/s40242-023-3078-1

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  • DOI: https://doi.org/10.1007/s40242-023-3078-1

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