Asymmetric dimerization of aniline-ruthenium-dioxolene complex driven by stepwise PCET.

The base-assisted oxidation of an aniline-Ru-quinone complex produced an anilinyl radical-Ru-semiquinone. Furthermore, base-assisted oxidation of the radical complex resulted in selective C-N bond formation through an intermolecular coupling between nitrogen and carbon atoms at the para-position of the anilinyl ligand.