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An efficient route to biscardanol derivatives and cardanol-based porphyrins via olefin metathesis
Affiliation:1. Key Laboratory of Pesticide and Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, China;2. Dipartimento di Ingegneria dell’Innovazione, University of Lecce, via Arnesano, 73100 Lecce, Italy;1. Tarragona, Spain;2. Riverside, CA, USA;1. Key Laboratory of Novel Thin-Film Solar Cells, Division of Solar Energy Materials and Engineering, Institute of Plasma Physics, Chinese Academy of Sciences, Hefei, Anhui 230031, PR China;2. State Key Laboratory of Alternate Electrical Power System with Renewable Energy Sources, North China Electric Power University, Beijing 102206, PR China;1. Department of Physics, Sindhu Mahavidyalaya, Nagpur 440017, Maharashtra, India;2. Department of Physics, K.Z.S. Science College, Kalmeshwar, Nagpur 441501, Maharashtra, India;3. Department of Physics, RTM Nagpur University, Nagpur 440033, Maharashtra, India;1. V.V. Voevodsky Institute of Chemical Kinetics and Combustion, 3 Institutskaya str., 630090 Novosibirsk, Russian Federation;2. Novosibirsk State University, 2 Pirogova Str., 630090 Novosibirsk, Russian Federation;3. International Tomography Center, 3a Institutskaya str., 630090 Novosibirsk, Russian Federation;4. Department of Environmental Science, Wuhan University, 430072 Wuhan, Hubei, PR China;1. Faculty of Chemistry, Bu-Ali Sina University, Hamedan 65174, Iran;2. School of Chemistry, University of Melbourne, Victoria 3010, Australia
Abstract:Ru-catalyzed olefin metathesis has been successfully applied to the synthesis of biscardanol derivatives and cardanol-based porphyrins. Using Hoveyda–Grubbs catalyst (C627), the reactions were performed with various cardanol derivatives (2, 5, 7, and 9) to make novel biscardanol derivatives. With the use of the second-generation Grubbs catalyst (C848) and Ti(OiPr)4, the ring-closing metathesis of cardanol-based porphyrin 11 was carried out to afford cyclic cardanol-based porphyrin derivative 12.
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