π-Expanded azaullazines: synthesis of quinolino-azaullazines by Povarov reaction and cycloisomerisation.
Jonas PolkaehnRichard ThomPeter EhlersAlexander VillingerPeter LangerPublished in: Organic & biomolecular chemistry (2024)
Doping and extension of polycyclic aromatic hydrocarbons (PAHs) by simple and efficient synthetic methods is of increased demand for the development of novel and improved organic electronics. Diarylindolizino[6,5,4,3- ija ]quinolino[2,3- c ][1,6]naphthyridines (quinolino-azaullazines) were prepared by combination of Pd catalyzed cross-coupling with Povarov and cycloisomerisation reactions. The products contain an electron-rich ullazine and an electron-poor quinoline moiety and show intramolecular charge transfer properties that can be tuned by the substitution pattern. The optical properties were studied experimentally and further elaborated by (TD)DFT calculations.
Keyphrases
- density functional theory
- molecular docking
- electron transfer
- molecular dynamics simulations
- molecular dynamics
- solar cells
- polycyclic aromatic hydrocarbons
- heavy metals
- electron microscopy
- room temperature
- health risk assessment
- human health
- energy transfer
- water soluble
- risk assessment
- solid state
- transition metal
- crystal structure
- quantum dots