20.500.12556/DKUM-75581 Sinteza bakrovih koordinacijskih spojin s hidroksipiridini magistrsko delo Synthesis of copper coordination compounds with hydroxypyridines Namen magistrskega dela je bila sinteza novih bakrovih koordinacijskih spojin s hidroksipiridini ali piridoni v vlogi liganda. Opisali smo štiri uspešne reakcije še ne-znanih koordinacijskih spojin. Produkte smo karakterizirali z različnimi metodami in nedvoumno potrdili z rentgensko monokristalno analizo. Pri reakciji bakrovega(II) acetata monohidrata je bil izoliran dvojedrni produkt 1 s štirimi acetatnimi mostovnimi ligandi: [Cu2(μ-Ac)4(4-pydo)2] ∙ 2 CH3CN. Laktam 4-pydo se je koordiniral v aksialni legi preko kisikovega atoma. Solvat je izven matične raztopine razpadal. Pri reakciji bazičnega bakovega(II) karbonata je bil izoliran produkt 2: [Cu(Ac)2(4-hpy)2(H2O)]. Pri raztapljanju slabo topne bakrove izhodne spojine, je bila ključnega pomena izbira kisline, katere ion se je koordiniral na kovinski center. Vplivala je na tavtomerno ravnotežje liganda, ki se je koordiniral v laktimiski tavtomerni obliki (4-hpy) preko dušikovega atoma. Pri reakcijah bakrovega(II) nitrata trihidrata sta bila izolirana produkta 3 ([Cu(2-pydo)2(NO3)(H2O)2](2-pydo)NO3) in 4 ([Cu(4-pydo)2(NO3)(H2O)2]NO3). Preučili smo različna obnašanja 2-pydo in 4-pydo v primerljivih pogojih – spojini se razlikujeta v koordinacijskem številu, načinu koordinacije nitratnega iona, zunanji koordinacijski sferi in strukturi kristala. Prepoznali smo več različnih načinov vključitve hidroksipiridinov in piridonov v kristalno strukturo koordinacijske spojine: koordinacijska vez, elektrostatske interakcije in nekovalentne interakcije. Za uspešne sinteze je bila ključnega pomena izbira topila glede na izhodno bakrovo spojino. The purpouse of this masters work was to synthesize new copper coordination compounds with hydroxypyridine or pyridone ligands. We described four succesfull reactions of yet unknown coordination compounds. The products were characterized with different methods and undoubtedly confirmed on single-crystal X-ray diffraction. Reaction with copper(II) acetate monohydrate yielded a dimeric product 1 with four acetate bridged ligands: [Cu2(μ-Ac)4(4-pydo)2] ∙ 2 CH3CN. Lactam 4-pydo coordinated in axial position through the oxygen atom. The solvate decomposes out of the mother solution. Reaction with basic copper(II) carbonate yielded product 2: [Cu(Ac)2(4-hpy)2(H2O)]. The selection of acid appears to be a key factor which acts both as solvent for the copper starting compound and as ligand. It also influences the tautomeric equilibrium of the ligand 4-hpy, which consequently coordinated in the lactim tautomeric form through the nitrogen atom. Reactions with copper(II) nitrate trihydrate yielded products 3 ([Cu(2-pydo)2(NO3)(H2O)2](2-pydo)NO3) and 4 ([Cu(4-pydo)2(NO3)(H2O)2]NO3). We described different behaviour of 2-pydo and 4-pydo in comparable conditions – the compounds are different in their coordination number, in the way the nitrate ion coordinates, outer coordination sphere and crystal structure. We recognized different ways the hydroxypyridines and pyridones are included in the crystal structure: coordination bonds, electrostatic interactions and non-covalent interactions. Selection of solvent in consideration of the copper starting compound used was of key importance for succesfull synthesis. Bakrove(II) koordinacijske spojine 2-piridon 4-hidroksipiridin 4-piridon vodikove vezi copper(II) coordination compounds hydrogen bonds 2-pyridone 4-hydroxypyridine 4-pyridone true true false [J. Šturm] Slovenski jezik Angleški jezik Magistrsko delo/naloga 2019-12-11 10:53:41 2019-12-23 12:21:43 2022-08-09 11:30:52 2020-01-16 03:13:55 2019 0 Maribor 0 Maribor X, 63 str. 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 661.856.091.3:547.823(043.2) 22928406 URN:SI:UM:DK:DEBNJF6J MAG_Sturm_Jaka_2019.pdf MAG_Sturm_Jaka_2019.pdf 1 BBEFF5F477E75E54200CB94813B395D6 ab42b9e350ef03de66e7e047a3d5dcd8df45e007edf725de4360fdb378c5df44 2d3ab64d-7c11-11eb-bb7a-00155d0001ca 20.500.12556/dkum/b69c53d5-9688-462d-b708-61046e951156 https://dk.um.si/Dokument.php?lang=slv&id=140068 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0