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Supramolecular self-assembly between symmetric tetramethyl cucurbit[6]uril and 1,2-Di(4-pyridyl)ethylene derivative

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Abstract

In recent years, symmetrical α,α′,δ,δ′-tetramethyl-cucurbit[6]uril (TMeQ[6]) has attracted much attention from many researchers due to its interesting assembly pattern. Herein, we have investigated the host–guest interactions pattern of the symmetric TMeQ[6] with (E)-1-(5-carboxypentyl)-4-(2-(pyridin-4-yl)vinyl)pyridin-1-ium. (ECPP). Furthermore, their binding behaviors were investigated by 1H NMR spectroscopy, MALDI-TOF mass spectrometry, isothermal titration calorimeter, fluorescence, and UV–vis spectrum. The results indicate that TMeQ[6] and ECPP form host–guest complexes in a host/guest molar ratio of 1:1. TMeQ[6] is bound with the vinylpyridine group of ECPP. In addition, TMeQ[6]-ECPP exhibits a high association constant Ka = (1.520 ± 0.58) × 106 M−1, ΔH =  − 53.40 kJ/mol, ΔS =  − 60 J/mol·K. which provides a promising foundation for potential studies of the assemblies.

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Funding

This work was supported by the Science and Technology Fund of Guizhou Province and the Innovation Program for High-level Talents of Guizhou Province (No. 2016–5657).

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All authors had full access to all the data in the study and take responsibility for the integrity of the data and the accuracy of the data analysis. C-LY and HY-W have contributed equally as first authors.

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Correspondence to Yang Luo or Xin Xiao.

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Yue, CL., Wang, HY., Yang, MX. et al. Supramolecular self-assembly between symmetric tetramethyl cucurbit[6]uril and 1,2-Di(4-pyridyl)ethylene derivative. Chem. Pap. 77, 7625–7631 (2023). https://doi.org/10.1007/s11696-023-03074-x

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  • DOI: https://doi.org/10.1007/s11696-023-03074-x

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