A study of halide nucleophilicity in ionic liquids

被引:122
作者
Lancaster, NL [1 ]
Welton, T [1 ]
Young, GB [1 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2001年 / 12期
关键词
D O I
10.1039/b107381h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The relative nucleophilicity of chloride, bromide and iodide anions in [bmim][BF4] ionic liquid has been measured by studying their reaction with methyl p-nitrobenzenesulfonate ([ bmim] = 1-butyl-3-methylimidazolium cation). It has been found that iodide is the most nucleophilic halide, and that chloride and bromide have approximately equal nucleophilicities (Cl- is slightly more nucleophilic than Br-) in [bmim][BF4]. Activation energies for the reaction of chloride and bromide with methyl p-nitrobenzenesulfonate have been calculated. The relative nucleophilicity of the halides has been compared with that observed in molecular solvents and in a tetraalkylammonium tetraalkylboride ionic liquid.
引用
收藏
页码:2267 / 2270
页数:4
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