Abstract

A water-soluble oxacyclophane based upon p-xlylenebis[4-hydroxy-3-car- boxybenzene] and p-xylene units tethered trough an aliphatic chain has been synthesized. The receptor binds selectively to neutral adenine de- rivatives forming an intracavity 1:1 complex. The interaction energies for the complexes range from 7 to 13 kJ mol -1 in alkaline D 2 O. The geometry of the complex between 1(dicarboxylate) and 9-ethyladenine has been mapped out through NMR studies and is also supported by molecular modeling and theoretical AM1 calculations

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