Deep-Red to Near-Infrared Light-Driven Radical Generation from Organoboron Compounds via Ligand-Induced Direct Excitation Catalysis
Yusuke Miyamoto, Kanji Muraoka, Sho Murakami, Tadachika Matsudaira, Hirohisa Ohmiya
Abstract
We report a catalytic strategy for generating carbon-centered radicals from organoboron compounds under deep-red to near-infrared (DR to NIR) light irradiation via direct excitation of substrate-catalyst complexes. Aza-dipyrromethene (ADP) catalysts form photoactive borate intermediates that enable C-B bond cleavage through ligand-induced photochemical activation. Mechanistic studies support the role of direct excitation. This method allows diverse transformations, including Giese addition, C-heteroatom bond formation, radical-radical coupling, and nickel-catalyzed cross-coupling reactions.
Topics & Concepts
ChemistryOrganoboron compoundsRadicalCatalysisPhotochemistryBoronBond cleavageExcitationReaction intermediateCombinatorial chemistryPhotoredox catalysisCleavage (geology)IrradiationOrganic chemistryReaction mechanismRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsLuminescence and Fluorescent Materials