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Novel chiral P,N-ferrocene ligands in palladium-catalyzed asymmetric allylic alkylations
Affiliation:1. Anhui Key Laboratory of Condensed Matter Physics at Extreme Conditions, High Magnetic Field Laboratory, Chinese Academy of Sciences, Hefei 230031, China;2. University of Science and Technology of China, Hefei 230026, China;3. Hefei National Laboratory for Physical Sciences at the Microscale, University of Science and Technology of China, Hefei 230026, China;1. Department of Materials Science, California Institute of Technology, 1200 E California Blvd., Pasadena, USA;2. Department of Chemistry, Koç University, Rumelifeneri Yolu, Sariyer, Istanbul, Turkey;3. Thermal Energy Conversion Technologies Group, Jet Propulsion Laboratory, 4800 Oak Grove Drive, Pasadena, USA;1. School of Mechanical and Automotive Engineering, South China University of Technology (SCUT), Guangzhou, China;2. Laboratoire de Thermique et Énergie de Nantes (LTEN), CNRS UMR 6607, Université de Nantes, Rue Christian Pauc, BP 50609, 44306 Nantes cedex 3, France;1. Department of Applied Physics, University of Tokyo, Tokyo 113-8656, Japan;2. Theoretische Physik, ETH Zürich, 8093 Zürich, Switzerland;3. Department of Physics, University of Fribourg, 1700 Fribourg, Switzerland;1. College of Applied Sciences, Beijing University of Technology, Beijing 100122, China;2. Department of Physics, Tsinghua University, Beijing 100084, China
Abstract:Novel chiral P,N-ferrocene ligands, 1-diphenylphosphino-1′-oxazolinylferrocenes, were prepared from ferrocene via 1,1′-bis(tributylstannyl)ferrocene and 1-diphenylphosphino-1′-methoxycarbonylferrocene as intermediates, and with this new kind of ligand up to 91% ee with 99% chemical yield was afforded for the palladium-catalyzed allylic alkylation of 1,3-diphenyl-2-propenyl acetate with dimethylmalonate anion. The complexation behavior of this kind of ligand with dichlorobis(acetonitrile)palladium and bis(μ-chloro)(1,3-diphenyl-η3-allyl)dipalladium was investigated.
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