Synthesis and Properties of Aza-Ovalene with Six Zigzag Edges

Ovalene's nitrogenated derivative with all zigzag edges and nitrogen atom doping at the periphery has been developed via one-step nitrogenation of formylbisanthene. Because of nitrogen incorporation, these molecules show greatly decreased highest occupied molecular orbital levels, enhanced intermolecular interactions, and a reversible acid response. Aza-ovalene also exhibits a diatropic ring current along the periphery. This work provides rare examples of all-zigzag-edged N-polycyclic aromatic hydrocarbons.

Automated summary

A nitrogenated derivative of Ovalene with all zigzag edges and nitrogen atom doping at the periphery has been successfully developed through one-step nitrogenation of formylbisanthene. These molecules exhibit decreased highest occupied molecular orbital levels, enhanced intermolecular interactions, and reversible acid response due to nitrogen incorporation. Additionally, the aza-ovalene also shows a diatropic ring current along the periphery, providing rare examples of all-zigzag-edged N-polycyclic aromatic hydrocarbons.