Abstract: | The stability constants for anion binding by the acyclic hexaamine 1 , its macrocyclic analogue 2 , and the bicyclic compound 3 in their protonated forms are reported. Compound 3 forms stable and selective complexes with halide ions, the stability sequence being I? > Br? > Cl?. Compound 2 forms more stable complexes with sulfate, oxalate, and malonate dianions than its acyclic analogue 1 and shows a better selectivity pattern. Compound 3 forms stronger complexes with oxalate2? than 2 and shows a remarkably high binding selectivity between oxalate2? and malonate2?. The comparison of the ability of 1–3 to complex anions demonstrates the macrocyclic and macrobicyclic effects on anion binding stability and selectivity. |