Heterogeneous Single-Atom Zinc on Nitrogen-Doped Carbon Catalyzed Electrochemical Allylation of Imines
Ryusuke Masuda, Tomohiro Yasukawa, Yasuhiro Yamashita, Tei Maki, Tomoko Yoshida, Shu̅ Kobayashi
Abstract
Organometallic reagents are effective for carbon-carbon bond formation; however, consumption of stoichiometric amounts of metals is problematic. We developed electrochemical allylation reactions of imines catalyzed by nitrogen-doped carbon-supported single-atom zinc, which were fixed on a cathode to afford a range of homoallylic amines efficiently. The system could suppress generation of metallic waste, and the catalyst electrode showed advantages over bulk zinc in terms of activity and robustness. An electrochemical flow reaction was also successfully performed to produce the homoallylic amine continuously with minimum amounts of waste.
Topics & Concepts
ChemistryElectrochemistryCatalysisNitrogen atomZincNitrogenCarbon fibersAtom (system on chip)DopingCarbon atomInorganic chemistryOrganic chemistryElectrodePhysical chemistryRing (chemistry)Computer scienceMaterials scienceComposite materialOptoelectronicsEmbedded systemComposite numberPhysicsRadical Photochemical ReactionsCO2 Reduction Techniques and CatalystsAsymmetric Hydrogenation and Catalysis