The facile and green synthesis of 1,1′-binaphthalene-2,2′-diamine (BINAM) derivatives was established via the anodic dehydrogenative homo-coupling of 2-naphthylamines. The sustainable protocol provided a series of BINAMs in excellent yields of up to 98% with good current efficiency (66%) and H2 as the sole coproduct without utilizing transition-metal reagents or stoichiometric oxidants.
This study processes a facile and green approach for the Markovnikov-selective hydroamination of styrene with naphthylamine through irradiation with UV LED light (365 nm) via an electron donor–acceptor complexation between naphthylamines and oxygen in situ. This protocol showcases the synthetic potential for aerobic C–N bond formation without using a metal catalyst and photosensitizer. Three naphthylamines were examined and afforded desired C–N bond formation product in moderate yield.