A Novel Ditopic Receptor and Reversal of Anion Binding Selectivity in the Presence and Absence of Bound Cation

A calix[4]arene-derived ditopic receptor 1 has been synthesized. In the absence of Na+, the receptor binds acetate in preference to diphenyl phosphate (as the tetrabutylammonium salts), but in the presence of Na+, the selectivity is reversed and the receptor, instead, binds diphenyl phosphate, and not acetate, which preferentially forms a salt ion-pair in free solution. [structure: see text]