Synthesis of Cationic Azatriphenylene Derivatives by Electrochemical Intramolecular Pyridination and Characterization of Their Optoelectronic Properties

Org Lett. 2023 Jun 2;25(21):3951-3955. doi: 10.1021/acs.orglett.3c01341. Epub 2023 May 24.

Abstract

Here, a facile and selective synthesis method for cationic azatriphenylene derivatives was established by electrochemical intramolecular cyclization, where atom-economical C-H pyridination without a transition-metal catalyst or an oxidant is a key step. The proposed protocol is a practical strategy for the late-stage introduction of cationic nitrogen (N+) into π-electron systems and broadens the scope of molecular design of N+-doped polycyclic aromatic hydrocarbons.