Synthesis of bis-1,2,3-triazolyl heterocycle derivatives and their metal complexes

Cilj ovog rada bila je sinteza bis-1,2,3-triazolnih liganada i njihovih metalnih kompleksa. U radu su uz bis-1,2,3-triazolne ligande sintetizirani i mono-1,2,3-triazolni ligandi te njihovi metalni kompleksi. Bakar kataliziranom 1,3-dipolarnom cikloadicijom anilinskog, benztiazolnog ili dipiridinskog alkina i aromatskih azida priređeni su 1,2,3-triazolni ligandi 3a, 3c, 3d, 7a, 7c, 11a, 11b, 11c, 11d i 14. Spojevi 3a, 3c, 3d, 7a, 7c, 11b, 11d korišteni su kao ligandi u sintezi kompleksa 18-26 s metalima Zn(II) i Cu(II). Ligand 7c je, zbog svoje topljivosti i djelotvorne sinteze, korišten za dodatne karakterizacije u sintezi metalnih kompleksa. Kristalna struktura liganda 11a i kompleksa 27 određena je difrakcijom X-zraka na monokristalu. Kompleks liganda 7c karakteriziran je spektroskopijom NMR, UV/Vis i IR. Strukture novopriređenih spojeva potvrđene su spektroskopijom 1H i 13C NMR te spektrometrijom HRMS.The aim of this work was the synthesis of bis-1,2,3-triazole ligands and their metal complexes. In this work mono-1,2,3-triazole ligands and their metal complexes were also prepared. 1,2,3-triazole ligands 3a, 3c, 3d, 7a, 7c, 11a, 11b, 11c, 11d and 14 were prepared by copper catalyzed 1,3-dipolar cycloaddition reaction of alkynes and azides. Compounds 3a, 3c, 3d, 7a, 7c, 11a, 11b, 11c, 11d and 14 were used as ligands in the synthesis of Zn(II) and Cu(II) metal complexes 18-26. Ligand 7c was chosen due to its good solubility and efficient synthesis as the representative ligand for further preparation and characterization of metal complexes. The crystal structures of ligand 11a and complex 27 were determined by single crystal X-ray diffraction. Complexes of ligand 7c were characterized by NMR, UV/Vis and IR spectroscopy. The structures of compounds have been confirmed by 1H- and 13C-NMR spectroscopy and by spectrometry HRMS