Triple-ion interactions for the construction of supramolecular capsules

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A novel type of [2+4] capsules based on triple-ion interactions was obtained. Four monovalent anions (bromide, nitrate, acetate, and tosylate) bring together two tetrakis(pyridiniummethyl)tetramethyl cavitands by pyridinium−anion−pyridinium interactions. ESI-MS experiments have confirmed the capsule structure due to different fragmentation pathways of triple ions, cations, and ion-pairs. Each capsule encapsulates one or two anions, depending on its size. The capsules exist in equilibrium with hemicapsules containing three walls. The latter form complexes with phenols and anilines to give new unsymmetrical capsules containing both pyridinium−anion−pyridinium and pyridinium−guest−pyridinium walls.
Original languageUndefined
Pages (from-to)5270-5278
Number of pages9
JournalJournal of the American Chemical Society
Issue number15
Publication statusPublished - 2006


  • METIS-232160
  • IR-74140

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