New Proton-Sponge-Like Macrocyclic Compound: Synergistic Hydrogen Bonds of Aminopyridine

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Abstract

N,N′,N″-Tris(p-tolyl)azacalix[3](2,6)pyridine (1) that shows a high proton affinity (pKBH+ = 23.1 in CD3CN) has been classified as a new type of proton-sponge-like compound. X-ray crystallography reveals that 1 is ideal for accommodating a single proton in its cavity. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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