Institut für Organische Chemie
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- Institut für Organische Chemie (225)
- Graduate School of Life Sciences (4)
- Abteilung für Funktionswerkstoffe der Medizin und der Zahnheilkunde (2)
- Institut für Pharmazie und Lebensmittelchemie (1)
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Sonstige beteiligte Institutionen
- Center for Computational and Theoretical Biology (CCTB), Universität Würzburg (1)
- Center for Nanosystems Chemistry (1)
- Chemical Biology Laboratory, National Cancer Institue, Frederick (USA) (1)
- Hochschule Aalen (1)
- Lehrstuhl für Chemie, Brooklyn College, City University of New York, Brooklyn (1)
- Zentrale Abteilung für Mikroskopie, Universität Würzburg (1)
Within this thesis the interactions between novel corannulene derivatives in solution as well as in the solid state by changing the imide residue of a literature known extended corannulene dicarboximide were investigated, in order to obtain a better understanding of the packing and possible charge transport in potential applications. Accordingly, the goal of the work was to synthesize and investigate an electron-poor corannulene bis(dicarboximide) based on previously published work but with higher solubility and less steric encumbrance in imide position to enable self-assembly in solution.
To obtain further insights into the conformational stability, structure and chiroptical properties of heavily twisted PBIs another aim of this thesis was the design, synthesis, and optoelectronic investigation of various fourfold directly arylated PBIs by substitution in bay position with smaller hydrocarbons with different steric demand, i.e., benzene, naphthalene and pyrene, which should be separable by chiral high performance liquid chromatography (HPLC).
As of yet, no concise study concerning the optical and electronic properties of differently core-substituted PBIs in the neutral as well as the mono- and dianionic state in solution is available, which also elucidates the origin of the different optical transitions observed in the absorption and emission spectra. Thus, in this thesis, the investigation of five PBI derivatives with different frontier energetic levels to produce a reference work of reduced PBIs was tackled.