par Grauwels, Glenn ;Valkenier, Hennie ;Davis, Anthony P.;Jabin, Ivan ;Bartik, Kristin
Référence Angewandte Chemie International Edition in English, 58, 21, page (6921-6925)
Publication Publié, 2019-03-29
Article révisé par les pairs
Résumé : Given the biological importance of organic cations, the facilitated transport of organic ion pairs could find many applications. Calix[6]arene tris(thio)ureas, which possess a cavity that can accommodate primary ammonium ions, can not only act as carriers for Cl − /NO 3 − antiport but can also perform the cotransport of PrNH 3 Cl. Transport was monitored by fluorescence spectroscopy and the presence of the different species inside the vesicles was characterized by 1 H and 35 Cl NMR experiments involving shift reagents. The cotransport of PrNH 3 Cl was also observed by receptors deprived of a cavity, but the presence of the cavity conveys an advantage, as the cotransport by calix[6]arenes was observed to be more efficient than the Cl − /NO 3 − antiport, which is not the case with receptors without a cavity. The role played by the cavity was further highlighted by the disappearance of this advantage when using a bulky ammonium ion, which cannot be complexed within the cavity.

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