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Synthesis and structural and spectroscopic studies of carboxyalkyl (benz)imidazole derivatives and their dimers with polymethylene linker
Łukasz Czekański
Abstract
The aim of my dissertation was the synthesis, spectroscopic and structural studies of the new derivatives of 1-methylbenzimidazole and their complexes with Cu (II) and Zn (II) metals. The imidazole ring is part of many bioactive molecules, i.e. histamine, histidine, pilocarpine, allantoin. Imidazole derivatives have found a number of uses in catalysis (in the form of ionic liquids), pharmacy or agrochemicals as herbicides. In my dissertation, as a result of quaternization of nitrogen atom of 1-methylbenzimidazole, I have obtained a series of compounds: ester, carboxy and betaine derivatives. The carboxyl and ester derivatives form Cu(II) and Zn(II) complexes, containing complexed dianions - tetrahalogenometallates. On the other hand, betaine complexes contain, in their structure, a fragment with perfectly linear Br-Cu-Br and O-Cu-O bonds. The obtained compounds constitute an interesting object of spectroscopic and structural research, due to the variety of interactions and structures. Synthesized 1-methylbenzimidazole derivatives were characterized by proton and carbon nuclear magnetic resonance (1H and 13C NMR), infrared spectroscopy (FT-IR), paramagnetic electron resonance (EPR), ultraviolet and visible spectroscopy (UV-Vis) X-ray diffraction (XRD) and elemental analysis. The compounds obtained were also tested for antifungal activity (Aspergillus nigre van Tieghem).- Record ID
- UAMeeb68b96d7874e6ca2f1593cb859de37
- Diploma type
- Doctor of Philosophy
- Author
- Łukasz Czekański (SNŚ/WC/FoC) Łukasz Czekański
- Title in Polish
- Synteza oraz badania strukturalne i spektroskopowe pochodnych karboksyalkilo (benz)imidazolu oraz ich dimerów z łącznikiem polimetylowym
- Title in English
- Synthesis and structural and spectroscopic studies of carboxyalkyl (benz)imidazole derivatives and their dimers with polymethylene linker
- Language
- pl Polish
- Certifying Unit
- Faculty of Chemistry (SNŚ/WC/FoC)
- Discipline
- chemistry / (chemical sciences domain) / (physical sciences)
- Scientific discipline (2.0)
- Defense Date
- 17-01-2018
- End date
- 17-01-2018
- Supervisor
- URL
- http://hdl.handle.net/10593/21270 opening in a new tab
- Keywords in English
- benzimidazole, betaine, complexes
- Abstract in English
- The aim of my dissertation was the synthesis, spectroscopic and structural studies of the new derivatives of 1-methylbenzimidazole and their complexes with Cu (II) and Zn (II) metals. The imidazole ring is part of many bioactive molecules, i.e. histamine, histidine, pilocarpine, allantoin. Imidazole derivatives have found a number of uses in catalysis (in the form of ionic liquids), pharmacy or agrochemicals as herbicides. In my dissertation, as a result of quaternization of nitrogen atom of 1-methylbenzimidazole, I have obtained a series of compounds: ester, carboxy and betaine derivatives. The carboxyl and ester derivatives form Cu(II) and Zn(II) complexes, containing complexed dianions - tetrahalogenometallates. On the other hand, betaine complexes contain, in their structure, a fragment with perfectly linear Br-Cu-Br and O-Cu-O bonds. The obtained compounds constitute an interesting object of spectroscopic and structural research, due to the variety of interactions and structures. Synthesized 1-methylbenzimidazole derivatives were characterized by proton and carbon nuclear magnetic resonance (1H and 13C NMR), infrared spectroscopy (FT-IR), paramagnetic electron resonance (EPR), ultraviolet and visible spectroscopy (UV-Vis) X-ray diffraction (XRD) and elemental analysis. The compounds obtained were also tested for antifungal activity (Aspergillus nigre van Tieghem).
- Uniform Resource Identifier
- https://researchportal.amu.edu.pl/info/phd/UAMeeb68b96d7874e6ca2f1593cb859de37/
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