Nucleophilic Substitution Reaction of p-Dinitrobenzene by a Carbanion: Evidence for Electron Transfer Mechanism

• 来源期刊: 中国化学(英文版)
• 年，卷（期）: 2002,（11）
• 页码范围: 1453-1456
• 页数: 4页
• 语种: 英文

摘要

On the basis of investigation of cyclic voltmmnetry, EPR spectroscopy and competition experunebts, the nucleophilic substitution reaction of p-dinitrobenzene with the sodium salt of ethyl α-cyanoacetate carbanion in dimethyl sulfoxide giving ethyl α-cyano- α- (p-nitrophenyl) acetate is shown to take place via the intermediacy of dinitrobenzene radical anion. The reaction rate goes faster than that between p-nitrohalobenzenes and the same sodium salt of ethyl α-cyanoacetate carbanion. There is an evidence for a single electron transfer mechanism.