Self-Assembled Columnar Triazole Quartets: An Example of Synergistic Hydrogen-Bonding/Anion-π Interactions

Abstract : The self-assembly of triazole amphiphiles was examined in solution, the solid state, and in bilayer membranes. Single-crystal X-ray diffraction experiments show that stacked protonated triazole quartets (T-4) are stabilized by multiple strong interactions with two anions. Hydrogen bonding/ion pairing of the anions are combined with anion-pi recognition to produce columnar architectures. In bilayer membranes, low transport activity is observed when the T-4 channels are operated as H+/X- translocators, but higher transport activity is observed for X- in the presence of the K+-carrier valinomycin. These self-assembled superstructures, presenting intriguing structural behaviors such as directionality, and strong anion encapsulation by hydrogen bonding supported by vicinal anion-pi interactions can serve as artificial supramolecular channels for transporting anions across lipid bilayer membranes.
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https://hal.umontpellier.fr/hal-02197070
Contributeur : Philippe Falque <>
Soumis le : mardi 30 juillet 2019 - 08:37:41
Dernière modification le : mercredi 31 juillet 2019 - 01:24:46

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Shao-Ping Zheng, Yu-Hao Li, Ji-Jun Jiang, Arie Van der lee, Dan Dumitrescu, et al.. Self-Assembled Columnar Triazole Quartets: An Example of Synergistic Hydrogen-Bonding/Anion-π Interactions. Angewandte Chemie International Edition, Wiley-VCH Verlag, 2019, ⟨10.1002/anie.201904808⟩. ⟨hal-02197070⟩

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