Visible-Light-Promoted Diboron-Mediated Transfer Hydrogenation of Azobenzenes to Hydrazobenzenes
Menghui Song, Hongyan Zhou, Ganggang Wang, Ben Ma, Yajing Jiang, Jingya Yang, Congde Huo, Xi‐Cun Wang
Abstract
A visible-light-promoted transfer hydrogenation of azobenzenes has been developed. In the presence of B2pin2 and upon visible-light irradiation, the reactions proceeded smoothly in methanol at ambient temperature. The azobenzenes with diverse functional groups have been reduced to the corresponding hydrazobenzenes with a yield of up to 96%. Preliminary mechanistic studies indicated that the hydrogen atom comes from the solvent and the transformation is achieved through a radical pathway.
Topics & Concepts
ChemistryPhotochemistryHydrogen atomMethanolVisible spectrumAzobenzeneSolventHydrogenSolvent effectsYield (engineering)IrradiationOrganic chemistryMoleculeGroup (periodic table)OptoelectronicsNuclear physicsPhysicsMaterials scienceMetallurgyRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesOrganoboron and organosilicon chemistry