The synthesis of heteroditopic macrocyclic ureido receptors and of their NaX complexes is described. NMR studies and determination of the crystal structure show the formation of self-organized dimeric or polymeric superstructures by a cooperative macrocyclic cation complexation, anion-hydrogen bonding, and pi-pi stacking interactions. Membrane transport experiments show a direct relation between the synergetic ion-pair recognition and the transport properties of these molecular information transfer devices.
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