A Facile Route to Aryl Boronates: Room-Temperature, Copper-Catalyzed Borylation of Aryl Halides with Alkoxy Diboron Reagents†
Christian Kleeberg Dr.
Department of Chemistry, Durham University, South Road, Durham, DH1 3LE (UK), Fax: (+44) 191-384-4737 http://www.dur.ac.uk/chemistry/staff/profile/?id=194
Search for more papers by this authorLi Dang
Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong (China), Fax: (+852) 2358-1594 http://ihome.ust.hk/∼chzlin
Search for more papers by this authorZhenyang Lin Prof. Dr.
Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong (China), Fax: (+852) 2358-1594 http://ihome.ust.hk/∼chzlin
Search for more papers by this authorTodd B. Marder Prof. Dr.
Department of Chemistry, Durham University, South Road, Durham, DH1 3LE (UK), Fax: (+44) 191-384-4737 http://www.dur.ac.uk/chemistry/staff/profile/?id=194
Search for more papers by this authorChristian Kleeberg Dr.
Department of Chemistry, Durham University, South Road, Durham, DH1 3LE (UK), Fax: (+44) 191-384-4737 http://www.dur.ac.uk/chemistry/staff/profile/?id=194
Search for more papers by this authorLi Dang
Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong (China), Fax: (+852) 2358-1594 http://ihome.ust.hk/∼chzlin
Search for more papers by this authorZhenyang Lin Prof. Dr.
Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong (China), Fax: (+852) 2358-1594 http://ihome.ust.hk/∼chzlin
Search for more papers by this authorTodd B. Marder Prof. Dr.
Department of Chemistry, Durham University, South Road, Durham, DH1 3LE (UK), Fax: (+44) 191-384-4737 http://www.dur.ac.uk/chemistry/staff/profile/?id=194
Search for more papers by this authorC.K. thanks the Deutsche Forschungsgemeinschaft (DFG) for a postdoctoral fellowship and Dr. A. S. Batsanov (Durham) for helpful discussions concerning the X-ray diffraction studies. T.B.M. thanks AllylChem Co. Ltd. for a generous gift of B2pin2 and B2neop2 and the Royal Society (UK) for an International Outgoing Short Visit Grant. Z.L. thanks the Research Grants Council of Hong Kong (HKUST 601507) for support.
Abstract
Eine einfache und effektive kupferkatalysierte Borylierung von Arylhalogeniden, einschließlich elektronenreicher und sterisch gehinderter Arylbromide, mit Alkoxydiborreagentien gelingt unter milden Bedingungen (siehe Schema). DFT-Rechnungen legen nahe, dass eine σ-Bindungsmetathese zwischen einer Kupfer-Boryl-Zwischenstufe und dem Arylhalogenid zum Arylboronat führt.
Supporting Information
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