Metalni kompleksi bis-1,2,3-triazolnih liganada s različitim središnjim heteroatomom

master's thesis

• Title (english): Metal complexes of bis-1,2,3-triazole ligands with various central heteroatoms
• Author: Josipa Šajnović
• Mentor: Silvana Raić-Malić (mentor)
• Committee member: Silvana Raić-Malić (predsjednik povjerenstva)
• Committee member: Tatjana Gazivoda Kraljević (član povjerenstva)
• Committee member: Srećko Kirin (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2023-09-28, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

1,2,3-triazol predstavlja bitan farmakofor u dizajnu lijekova, a njegovi derivati stvaraju koordinativno-kovalentne veze s metalnim ionima što ih čini dobrim kandidatima u području anorganske medicinske kemije. U ovom radu opisana je sinteza simetričnih triazolnih tridentatnih liganada te njihovih metalnih kompleksa. Sinteza liganada provedena je regioselektivnom reakcijom 1,3-dipolarne cikloadicije dipropargilamina, dipropargil-etera i dipropargil-sulfida s aromatskim azidima kataliziranom bakrom(I). Strukture svih pripravljenih liganada potvrđene su spektroskopijom 1H i 13C NMR te FTIR. Novosintetizirani ligandi 5a–5d, 6a–6d i 7a–7d korišteni su za sintezu metalnih kompleksa s bakrom(II), cinkom(II), kobaltom(II) i niklom(II). Struktura i stabilnost sintetiziranih kompleksa potvrđena je pomoću spektroskopije UV-Vis i 1H NMR. Za ligand 6b i komplekse [Co(5d)2](NO3)2,
[Cu(6d)2](CF3SO3)2, [Ni(7a)2](BF4)2 i [Ni(7b)2](BF4)2 određene su kristalne strukture pomoću rendgenske difrakcije na jediničnom kristalu. Dobivene kristalne strukture metalnih kompleksa ML2 stehiometrije pokazuju trans-fac stereokemiju.

Abstract (english)

1,2,3-triazole is a significant pharmacophore in drug design, while its derivatives form coordinative-covalent bonds with metal ions, which makes them good candidates in the field of inorganic medicinal chemistry. In this work, the syntheses of symmetric triazole tridentate ligands and their metal complexes were described. The syntheses of ligands were performed by the regioselective reaction of 1,3-dipolar copper(I)-catalyzed cycloaddition of dipropargyl amine, dipropargyl ether and dipropargyl sulfide with aromatic azides. The structures of the prepared ligands were confirmed by infrared spectroscopy and 1H and 13C NMR spectroscopy. The newly synthesized ligands 5a–5d, 6a–6d and 7a–7d were used for the preparation of metal complexes with copper(II), zinc(II), cobalt(II) and nickel(II). The structure and stability of the synthesized complexes were confirmed by UV-Vis and 1H NMR spectroscopy. For ligand 6b and complexes [Co(5d)2](NO3)2, [Cu(6d)2](CF3SO3)2, [Ni(7a)2](BF4)2 and [Ni(7b)2](BF4)2 crystal structures were determined by single-crystal X-ray diffraction. The crystal structures of metal complexes of ML2 stoichiometry show trans-fac stereochemistry.

• Keywords: 1 2 3-triazoli; 1 3-dipolarna cikloadicija; dušikovi ligandi; metalni kompleksi
• Keywords (english): 1 2 3-triazoles; 1 3-dipolar cycloaddition; nitrogen ligands; metal complexes
• Language: croatian
• URN:NBN: urn:nbn:hr:149:747994
• Project: Number: KK.01.1.1.04.0013; Title: Inovativna rješenja u katalitičkim proizvodnim procesima za potrebe farmaceutske industrije; Title: Innovative solutions in catalytic processes in the pharmaceutical industry; Acronym: CAT PHARMA; Leader: Srećko Kirin; Jurisdiction: eu; Funder: EC; Funding stream: EFRR
• Study programme: Title: Applied Chemistry - Graduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry; Course: Applied organic chemistry; Study programme type: university; Study level: graduate; Academic / professional title: sveučilišni/a magistar/magistra primijenjene kemije (sveučilišni/a magistar/magistra primijenjene kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Embargoed access; Embargo expiration date: 2026-09-01
• Created on: 2023-11-24 10:30:56