Abstract
The p-tert-butylcalix[4]arene tetraethylamide 2 has been synthesized and its molecular structure has been determined by X-ray diffraction, which revealed a network of intramolecular and intermolecular hydrogen bonds. Extraction experiments and complexation studies based on stability constant determinations and calorimetric measurements in methanol show that whereas this amide is inefficient in biphasic transfer from water into dichloromethane, it does complex sodium and, with the exception of magnesium, alkaline earth cations. The stability of the Na2+ complex is enthalpy controlled, while the stability of the alkaline earth complexes is entropy controlled.
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