Abstract Boranils, difluoroboron complexes with imine and phenoxy moieties, were synthesized by iodide-promoted demethylative borylation. The use of appropriate amounts of BF3•OEt2, Bu4NI, and Et3N enabled the highly efficient synthesis of boranils. Boranils containing heteroaromatics and highly π-extended boranils were also readily obtained by this method. Their physical properties were studied and the properties were consistent with those calculated by DFT calculations.
Mitsudo et al. (Mon,) studied this question.