9-Cyano-10-methoxycarbonylanthracene as a Visible Organic Photoredox Catalyst in the Two-Molecule Photoredox System
Yuka Tajimi, Yasuhiro Nachi, Ryoko Inada, Ryoga Hashimoto, Mugen Yamawaki, Kei Ohkubo, Toshio Morita, Yasuharu Yoshimi
Abstract
Visible-light-induced decarboxylative and deboronative reactions using two-molecule organic photoredox catalysts, namely, phenanthrene (Phen) and biphenyl (BP), as electron donors and 9-cyano-10-methoxycarbonylanthracene 1a as an electron acceptor were achieved. The high solubility of 1a significantly improved the reaction efficiency and product yield. In addition, the facile tuning of the oxidation potential of the electron-donor molecule via the replacement of Phen with BP enabled the application of the two-molecule photoredox system to a wide range of substrates.
Topics & Concepts
Photoredox catalysisBiphenylPhotochemistryCatalysisPhenanthreneMoleculeChemistryElectron acceptorQuantum yieldYield (engineering)AcceptorVisible spectrumElectron donorPhotocatalysisMaterials scienceOrganic chemistryFluorescenceOptoelectronicsMetallurgyQuantum mechanicsCondensed matter physicsPhysicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods