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Nucleophilic substitution of hydrogen in naphthalene by chloride (Cl-) in ionic liquids |
Shen Yi Shi, Ai Guo Kong, Xin Hua Zhao, Han Ming Ding, Fan Yang, Yong Kui Shan |
Department of Chemistry, East China Normal University, Shanghai 200062, China |
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Abstract Nucleophilic aromatic substitution of hydrogen in non-activated aromatic ring, a very rare phenomenon in organic chemistry, is found in ionic liquids containing Cl-as anion under mild reaction conditions. The reaction may be carried out by the addition of the halogen-bonding adduct (Br2Cl-) as nucleophile to aromatic ring carbon atom, leading to the formation of the nucleophilic substitution product.
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Received: 22 July 2010
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Fund:We thank the key project of Shanghai Science and Technology Committee (Nos. 05JC14070, 06DZ05025, 08JC1408600) for financial supports. |
Corresponding Authors:
Yong Kui Shan,E-mail address:ykshan@chem.ecnu.edu.cn
E-mail: ykshan@chem.ecnu.edu.cn
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