Reduced graphene oxide supported chiral Ni particles as magnetically reusable and enantioselective catalyst for asymmetric hydrogenation |
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| Affiliation: | 1. Laboratory of Chemical Biology, Division of Biological Inorganic Chemistry, State Key Laboratory of Rare Earth Resource Utilization, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China;2. University of Chinese Academy of Sciences, Beijing 100039, China;1. Department of Chemistry and Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Collaborative Innovation Center of Chemistry for Energy Materials, Fudan University, Shanghai 200433, PR China;2. School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418, PR China;3. Shanghai Research Institute of Petrochemical Technology, SINOPEC, Shanghai 201208, PR China;4. Wolfson Catalysis Centre, Department of Chemistry, University of Oxford, Oxford OX1 3QR, UK;5. Department of Chemistry, School of Life Sciences, University of Sussex, Brighton BN1 9QJ, UK;1. Department of Chemical Engineering, Pohang University of Science and Technology (POSTECH), Pohang, Gyeongbuk 37673, Republic of Korea;2. Platform Technology Center, CTO, LG Chem., Daejeon, 34122, Republic of Korea;1. Department of Chemical Engineering, Institute of Chemical Technology, Mumbai 400019, India;2. D-402, Stanmore, Shivsai Paradise, Majiwada, Thane 400601, India;3. Materials Group, Bhabha Atomic Research Center, Mumbai 400085, India |
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| Abstract: | A reduced graphene oxide (rGO) supported chiral-modified Ni catalyst was synthesized, characterized and employed for asymmetric hydrogenation. The prepared hybrid catalyst could produce each enantiomer with d- or l-tartaric acid as chiral modifier and exhibited a high TOF (20160 h−1) and enantioselectivity (enantiomeric excess, 98.5%) for asymmetric hydrogenation of methyl acetoacetate. The high catalytic activity and enantioselectivity were mainly attributed to the unique properties of the support rGO, as it had a large specific surface area to sustain and stabilize Ni particles and its high charge carrier mobility could enable the readily transfer of electrons in the reaction process. Besides, the catalyst could also gain an enhanced reactant sorption with the support of rGO, thus achieved a greatly catalysis enhancement. The ferromagnetism of Ni made the catalyst easier for separation and reuse. The catalytic and recycling performance of the prepared chiral Ni catalyst demonstrated that rGO was indeed a promising support to improve activity, enantioselectivity and durability of catalysts, and the prepared catalysts were promising reusable heterogeneous catalysts for asymmetric hydrogenation. |
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