Palladium-catalyzed synthesis of silyl-substituted enynes |
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| Affiliation: | 1. Department of Chemistry, ZJU-NHU United R&D Center, Zhejiang University, Hangzhou 310027, People’s Republic of China;2. Zhejiang NHU Company Ltd, Xinchang 312500, People’s Republic of China;3. State Key Laboratory of Chemical Engineering, College of Chemical and Biological Engineering, Zhejiang University, Hangzhou 310027, People’s Republic of China;4. College of Food and Biology Engineering, Zhejiang Gongshang University, Hangzhou 310018, People’s Republic of China;1. State Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), College of Chemistry and the Peking University, Beijing 100871, China;2. Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055, China;3. Shenzhen Bay Laboratory, Shenzhen 518055, China;1. College of information &communication Engineering, Dalian Minzu University, Dalian 116600, China;2. School of Mechanical Engineering, Dalian University of Technology, Dalian 116024, China;3. School of Microelectronics, Dalian University of Technology, Dalian, Liaoning 116024, China;4. College of Mechanical and Electronic Engineering, Dalian Minzu University, Dalian 116600, China;1. China International Science and Technology Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science and Technology, Tianjin, 300457, China;2. Unité de Technologies Chimiques et Biologiques pour la Santé, Université Paris Descartes UMR-S 1022 Inserm, 4 avenue de l''Observatoire, Paris, 75006, France;3. Dipartimento di Scienze e Tecnologie Biologiche Chimiche eFarmaceutiche (STEBICEF), Universita degli Studi di Palermo, Via Archirafi 32, 90123, Palermo, Italy;1. School of Chemistry and Chemical Engineering, Shihezi University, Shihezi, Xinjiang Uygur Autonomous Region, PR China;2. Laboratory of Materials-Oriented Chemical Engineering of Xinjiang Uygur Autonomous Region, Shihezi, Xinjiang Uygur Autonomous Region, PR China;3. Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi, Xinjiang Uygur Autonomous Region, PR China |
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| Abstract: | Treatment of 1-ethynyl-1-phenyltetramethyldisilane, ethynyldimethylphenylsilane and ethynylmethyldiphenhlsilane with tetrakis(triphenylphosphine)palladium(0) at 100°C gave the corresponding enyne by head-to-head coupling, as the single regioisomer in high yield. Ethynyl-substituted mono- and di-silanes that have no phenyl group on the ethynylsilicon atom, however, afforded the enynes only in low yields. |
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