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CuAAC Synthesis and Anion Binding Properties of Bile Acid Derived Tripodal Ligands
Author(s) -
Erzunov Dmitry A.,
Latyshev Gennadij V.,
Averin Alexey D.,
Beletskaya Irina P.,
Lukashev Nikolay V.
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201500835
Subject(s) - chemistry , moiety , cycloaddition , tris , fluoride , azide , polymer chemistry , organic chemistry , stereochemistry , medicinal chemistry , combinatorial chemistry , inorganic chemistry , catalysis , biochemistry
Abstract 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.