Triple-Ion Interactions for the Construction of Supramolecular Capsules


Oshovsky, Gennady V. and Reinhoudt, David N. and Verboom, Willem (2006) Triple-Ion Interactions for the Construction of Supramolecular Capsules. Journal of the American Chemical Society, 128 (15). pp. 5270-5278. ISSN 0002-7863

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Abstract: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.
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Copyright:© 2006 American Chemical Society
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