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 24-5β-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 3α-, 3β-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.