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The hybrid tetraamide receptor 3 containing both 2,5-diamidopyridine and 1,3-diamidobenzene anion binding units has been synthesized. NOESY spectroscopy revealed that the new receptor is well preorganized for anion complexation, presumably owing to the macrocyclic topology and the rigidity of the 2,5-diamidopyridine unit. Association constants of 3 with several anions are higher than those determined...
Isophthalic acid-based macrocyclic tetraamide 4 shows considerable conformational change during anion binding. In the solid state and in solution the free receptor exists in nonbonding, closed conformation stabilized by two intramolecular hydrogen bonds. Upon anion complexation, the receptor switches to a conformation with convergent arrangement of hydrogen bond donors. The conformational switch is...
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