Hemilabile-coordinated copper promoted amination of aryl halides with ammonia in aqueous ethylene glycol under atmosphere pressure
Zhennü Guo
Department of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People's Republic of China
Search for more papers by this authorJiayi Guo
Department of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People's Republic of China
Search for more papers by this authorYing Song
Department of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People's Republic of China
Search for more papers by this authorLimin Wang
Department of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People's Republic of China
Search for more papers by this authorCorresponding Author
Gang Zou
Department of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People's Republic of China
Department of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People's Republic of China.Search for more papers by this authorZhennü Guo
Department of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People's Republic of China
Search for more papers by this authorJiayi Guo
Department of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People's Republic of China
Search for more papers by this authorYing Song
Department of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People's Republic of China
Search for more papers by this authorLimin Wang
Department of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People's Republic of China
Search for more papers by this authorCorresponding Author
Gang Zou
Department of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People's Republic of China
Department of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, People's Republic of China.Search for more papers by this authorAbstract
Direct amination of aryl iodides and bromides with ammonia under 1 atm pressure has been effected using in situ-generated hemilabile coordinated copper(I) species from copper(I) halides or copper metal in aqueous ethylene glycol, producing primary aromatic amines in good yields. Ammonia pressure and water were found to accelerate the copper-mediated reaction while strong chelating ligands showed a suppression effect. A rationale for the copper-mediated amination of aryl halides with ammonia is given based on a double-face role of chelating effect. Copyright © 2009 John Wiley & Sons, Ltd.
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