高等学校化学学报

高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (S1): 424.

• Physical Organic Chemistry • 上一篇    下一篇

Carbon-halogen Bond Cleavage Energies of Alkyl Halides and Haloalkyl Radical Anions in Solution

Lijuan Wang, Jinpei Cheng   

  1. Department of Chemistry, Nankai University, Tianjin 300071
  • 出版日期:1998-12-31 发布日期:1998-12-31
  • 通讯作者: Jinpei Cheng
  • 基金资助:
    This work was supported by Natural Science Foudation of China (NSFC)

Carbon-halogen Bond Cleavage Energies of Alkyl Halides and Haloalkyl Radical Anions in Solution

Lijuan Wang, Jinpei Cheng   

  1. Department of Chemistry, Nankai University, Tianjin 300071
  • Online:1998-12-31 Published:1998-12-31
  • Contact: Jinpei Cheng
  • Supported by:
    This work was supported by Natural Science Foudation of China (NSFC)

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摘要： Radical anions are intermediates in a variety of processes:dissolving metal reductions, cathodic reductions(1),homogeneous redox reactions, SRN2 reactions(2) and nucleophilic substitions(3). Several techniques ranging from pulse rediolysis, near-infrared spectroscopy, derivative linear-sweep voltammetry, and electron spin resonance spectroscopy have been employed to study the characteristic properties of the radical anions. The most characteristic property for the radical anions derived from organic halides, in particular, has been known to be the severe weakening of the carbon-halogen bond and consequently the ease of its dissociative cleavage to form halide ion and radical (eq.l) or to form halogen atom and anion (eq.2) as seen in the key step of the SRN1 mechanism.

Abstract: Radical anions are intermediates in a variety of processes:dissolving metal reductions, cathodic reductions(1),homogeneous redox reactions, SRN2 reactions(2) and nucleophilic substitions(3). Several techniques ranging from pulse rediolysis, near-infrared spectroscopy, derivative linear-sweep voltammetry, and electron spin resonance spectroscopy have been employed to study the characteristic properties of the radical anions. The most characteristic property for the radical anions derived from organic halides, in particular, has been known to be the severe weakening of the carbon-halogen bond and consequently the ease of its dissociative cleavage to form halide ion and radical (eq.l) or to form halogen atom and anion (eq.2) as seen in the key step of the SRN1 mechanism.

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