Proton relay in cyclic 7-hydroxyquinoline–(alcohol)2 complexes (see picture) has been explored in nonpolar solvents. The asymmetric triple proton transfer has an unusually large, temperature-independent, and viscosity-dependent kinetic isotope effect. Heavy-atom motions (wavy arrow) of solvent and bridging molecules allow proton tunneling by assisting the complex to reach the optimal precursor configuration.
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Kwon et al. (2005) studied this question.