Aminoazaphtalocyanine peripheral substitution effect on J-dimer formation

Charles University, Faculty of Pharmacy in Hradec Kralove Department: Department of Pharmaceutical Chemistry and Pharmaceutical Analysis Author: Mgr. Radek Machan Supervisor: prof. PharmDr. Petr Zimčík, Ph.D. Rigorosum thesis: Aminoazaphtalocyanine peripheral substitution effect on J-dimer formation Azaphthalocyanines (AzaPcs) are classified as subgroup of phthalocyanine family, which are planar synthetic macromolecules derived from naturally occurring porphyrins. AzaPcs are aza-analogues of phthalocyanines, where benzenes are isosterically replaced by nitrogen heterocycles (pyrazine, pyridine or pyridazine). Due to the extensive system of conjugated double bonds, AzaPcs exhibit interesting photophysical properties, for which they are commonly used as industrial dyes, photosensitisers in photodynamic therapy, fluorescent sensors, fluorescence quenchers etc. Octakis(dialkylamino) substituted tetrapyrazinoporphyrazines (TPyzPzs), which belong to the AzaPcs family, can be used as effective fluorescence quenchers due to their ability to relax from excited state by intramolecular charge transfer (ICT) that leads to zero intrinsic fluorescence. This thesis deals with the preparation and subsequent study of the properties of symmetric TPyzPzs. Above all, the ability of TPyzPzs to form aggregates of the..