CuAAC Synthesis and Anion Binding Properties of Bile Acid Derived Tripodal Ligands

The copper-catalyzed azide-alkyne cycloaddition reaction was used for the preparation of a series of bis- and tris-3-and 24-5 beta-cholanetriazolyl derivatives of phosphorus acids, which contained anion-binding triazolium sites and hydrophobic cholane residues. The influence of the location of the triazolium moiety (in 3 alpha-, 3 beta-position) on fluoride-ion complexation was investigated. The anion-binding properties of tris(triazolium) ligands were studied for a series of inorganic and organic anions and high complexation constants were observed with fluoride, hydrosulfate, and benzoate anions.