Zviahin Y. Synthesis of polynitrogen-containing heterocyclic complexones with application of click-chemistry methods

The thesis is devoted to the synthesis of poly-nitrogen containing molecules, which are able to bind heavy metal ions in order to extract them from water. New various polyazoles and polyazines were obtained, and these compounds can be modified for anchoring on the surface of a solid carrier. For such complex sorbents quantitative parameters of ion extraction were measured. The optimization of a three-component heterocyclization of diaminouracil, acetylacetone and aromatic aldehydes was researched. The final procedure meets the criteria of green chemistry and is more effective energy-wise than the one proposed before. A new representative of pyrimidines – 1,6-diamino-2-iminopyrimidin-4(1H)-one was firstly obtained and its chemical properties were studied. The compound showed a much lower degree of chemical activity compared to its closest structural analogs. A preparative procedure of arylaroylacetylenes was developed. Salicylaldehyde and amine-based Schiff bases were synthesized and for the modified 2-(bis((2-hydroxybenzilyden)amino)methyl)phenol, bound to silanized silica gel and Merrifield resin, extraction rates of Eu(III), Sr(II) and Cu(II) were measured. New N-substituted tetrazoles, 1,2,3-triazoles and 1,2,4-triazoles were obtained. Consecutive introduction of these fragments to a molecule resulted in a compound that has significant affinity for heavy metal ions. Polymeric Merrifield resin was modified according to this newly developed procedure and the obtained sorbent was tested for quantitative parameters of binding to Eu(III), Sr(II), Cu(II), Pb(II) and Cd(II) ions.