Consecutive reduction, radical-cyclization, and oxidative-dehydrogenation reaction of ortho-substituted diboryl compounds

An elegant synthetic route to a ladder-type di-borate compound 2a was reported based on the reduction, radical-cyclization, and oxidative-dehydrogenation reaction of 1. The existence of the biradical intermediate [1●●]2- was supported by both EPR measurements and DFT calculations.