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Reusable shuttles for exchangeable functional cargos: Reversibly assembled,magnetically powered organocatalysts for asymmetric aldol reactions
Institution:1. Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Avgda. Països Catalans, 16, E-43007 Tarragona, Spain;2. Departament de Química Inorgànica i Orgànica, Universitat de Barcelona, c/ Martí i Franqués 1-11, E-08028 Barcelona, Spain;1. Inorganic and Physical Chemistry Division, CSIR-Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500007, India;2. Green Chemistry & Sustainability Engineering, Department of Chemical Engineering, Institute of Chemical Technology, Matunga, Mumbai 400019, India;3. Tezpur University, Tezpur, India;1. School of Pharmaceutical Sciences, Gannan Medical University, Yixueyuan Road, Ganzhou, Jiangxi 341000, People’s Republic of China;2. Department of Aviation Oil and Material, Air Force Logistics College, Xuzhou, Jiangsu 221000, People’s Republic of China;3. Department of Clinical Medicine, Xuzhou Medical College, Xuzhou, Jiangsu 221004, People’s Republic of China;4. School of Pharmacy, Guangzhou Medical University, Guangzhou, Guangdong 510006, People’s Republic of China
Abstract:A supramolecular approach has been followed to support adamantyl substituted proline organocatalysts onto the surface of magnetite nanoparticles decorated with a β-cyclodextrin motif. The resulting magnetic nanoparticles (ca. ~10 nm diameter) were used as modular, magnetically recyclable catalysts in the asymmetric aldol reaction of aromatic aldehydes with cyclic ketones in water. The catalytic assemblies can be easily dismantled in organic media, and the recovered nanoparticles (magnetically powered chemical shuttles) re-complexed with another suitably substituted catalytic unit (replaceable functional cargo).
Keywords:Aldol reaction  Cyclodextrins  Nanoparticles  Organocatalysis  Recyclable catalyst  Supramolecular catalyst
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