Pantalon Juraj, Natalija
(2021)
Stereochemistry of 2,2'-iminodiacetamide and bis(2-pyridine-2-ylmethyl)amine complexes and their application in enantioselective catalysis.
Doctoral thesis, Sveučilište u Zagrebu, Prirodoslovno matematički fakultet.
Abstract
In this dissertation, the stereochemistry of 2,2'-iminodiacetamide and bis(pyridin-2-ylmethyl)
amine ligand complexes was studied, focusing on the influence of substituents on the ligand,
anion and noncovalent interactions. The prepared ligands were divided into four groups. Eight
differently substituted iminodiacetamide ligands (A) were prepared. A cis-fac crystal structure
was obtained with the H-substituted ligand, while the other ligands gave trans-fac isomers.
Complexes with Cu(II) and Zn(II) were prepared with a isopropyl-substituted bis(2-pyridine-
2-ylmethyl)amine ligand (B). Depending on the anion, crystal structures of monomers, dimers,
a cis-fac-ML2 complex and a cyclic trimer that binds CO2 from air were obtained. Fe(II)
complexes with two cyclohexanediamine derivatives (C) were investigated in catalytic
reactions as flavone synthase mimics. Furthermore, 7 bis(2-pyridine-2-ylmethyl)amine and 5
iminodiacetamide ligands (D) with different lengths of CH2 linkers and different chiral groups
were prepared to study the influence of structural changes on the coordination properties of
these ligands in Cu(II) and Zn(II) complexes. Ligands with 3 CH2 groups formed ML2
complexes, while ligands with 2 CH2 groups showed side chain coordination and formation of
ML complexes. Complexes of ML stoichiometry showed DNA cleavage activity.
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