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Synthesis of High Purity Nonsymmetric Dialkylphosphinic Acid Extractants
Published on: October 19, 2017
Synthesis, solution, and structural characterization of tetrahydrofuranyl-2,2-bisphosphonic acid disodium salt
Elena Maltezou1, Marios Stylianou, Sudeshna Roy
1Department of Chemistry, University of Cyprus, 1678 Nicosia, Cyprus.
Abstract:
Bisphosphonates are biologically relevant therapeutics for bone disorders and cancer. Reaction of gamma-chlorobutyric acid, phosphorus acid, and phosphorus trichloride without the use of solvent gave the tetrahydrofuranyl-2,2-bisphosphonate sodium salt (Na(2)H(2)L). The Na(2)H(2)L was isolated, characterized in solution by (1)H, (13)C, and (31)P NMR spectroscopy and in solid state by single X-Ray crystallography. The crystal structure showed that the Na(2)H(2)L forms in the crystal infinite two-dimensional sheets stacked one parallel to the other. A comparison of the chelating properties of H(2)L(2-) with similar hydroxyl bisphosphonate ligands shows that the strength of the Na-O(furanyl/hydroxyl) bond is directly related to the total charge of the ligand anion.
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