BN/BO-Ullazines and Bis-BO-Ullazines: Effect of BO Doping on Aromaticity and Optoelectronic Properties

We have achieved substitutional doping of ullazine with either two BO units or with one BO unit and one BN unit. The synthesis of these B-doped ullazines is straightforward, using demethylation and borylative cyclization as the key steps. Ullazine cores of both BN/BO-ullazines (2) and bis-BO-ullazines (3) are very close to being planar. Their electronic and photophysical properties were investigated by ultraviolet–visible, fluorescence spectroscopy, cyclic voltammetry, and density functional theory calculations.