Phosphorus-Containing Dibenzonaphthanthrenes: Electronic Fine Tuning of Polycyclic Aromatic Hydrocarbons through Organophosphorus Chemistry

Chemistry. 2020 Oct 15;26(58):13157-13162. doi: 10.1002/chem.202002872. Epub 2020 Sep 17.

Abstract

A concise synthetic route towards a new family of phosphorus-containing polycyclic aromatic hydrocarbons starting from the versatile acridophosphine has been established. The structural and optoelectronic properties of these compounds were efficiently modulated through derivatization of the phosphorus center. X-ray crystallographic analysis, UV/Vis spectroscopic, and electrochemical studies supported by DFT calculations identified the considerable potential of these scaffolds for the development of organophosphorus functional materials with tailored properties upon further functionalization.

Keywords: olefination; phosphorus heterocycles; photochemistry; polycyclic aromatic hydrocarbons.