Topologically diverse polycyclic aromatic hydrocarbons from pericyclic reactions with polyaromatic phospholes

Polycyclic Aromatic Hydrocarbons (PAHs) with planar, twisted and negatively curved topologies were obtained from polycyclic phospholes using pericyclic reactions. Deviation from planarity is due to steric interactions between the PAH core and the ester substituents. These structural effects on the optical and redox properties were studied and rationalized through DFT calculations. This synthetic approach thus allows the preparation of topologically diverse PAHs allowing fine-tuning their electronic properties, with potential applications in organic electronics.

Automated summary

PAHs with planar, twisted, and negatively curved topologies were synthesized from polycyclic phospholes through pericyclic reactions. Deviation from planarity is caused by steric interactions with ester substituents, and their effects on optical and redox properties were studied through DFT calculations. This synthetic approach allows for the preparation of topologically diverse PAHs with tunable electronic properties for potential applications in organic electronics.