有机化学 ›› 2011, Vol. 31 ›› Issue (07): 1107-1113. 上一篇    下一篇

研究简报

钯催化条件下形成碳硫键合成多氯代二苯硫醚

张学胜1,2,石佳奇1,孙莉1,王遵尧*,1   

  1. (1南京大学环境学院 污染控制和资源化国家重点实验室 南京 210093)
    (2常州大学环境与安全工程学院 常州 213164)
  • 收稿日期:2010-07-27 修回日期:2011-01-10 发布日期:2011-02-25
  • 通讯作者: 王遵尧 E-mail:wangzun315cn@163.com

Palladium-Catalyzed Carbon-Sulfur Bond Formation to Synthesize Polychlorinated Diphenyl Sulfides

Zhang Xuesheng1,2 Shi Jiaqi1 Sun Li1 Wang Zunyao*,1   

  1. (1 State Key Laboratory of Pollution Control and Resources Reuse, School of Environ-ment, Nanjing University, Nanjing 210093)
    (2 Department of Environmental and Safety Engineering, Changzhou University, Changzhou 213164)
  • Received:2010-07-27 Revised:2011-01-10 Published:2011-02-25
  • Contact: WANG Zun-Yao E-mail:wangzun315cn@163.com

以四三苯基膦钯为催化剂, 碳酸铯为碱, 氯代碘苯和氯代苯硫酚在甲苯中加热到112 ℃回流16 h, 发生偶联反应形成C—S—C硫醚键, 合成了23个多氯代二苯硫醚系列化合物, 产物均经IR, 1H NMR表征, 并测定熔点. 反应操作简单, 收率良好, 条件温和, 是一种较好的合成多氯代二苯硫醚化合物的新方法.

关键词: 多氯代二苯硫醚, 四三苯基膦钯, 氯代碘苯, 氯代苯硫酚

Using tetrakis(triphenylphosphine)palladium as catalyst and cesium carbonate as base, chloro iodobenzenes were reacted under refluxing 16 h at 112 ℃ in toluene to synthesize 23 polychlorinated diphenyl sulfides. All the products were characterized by IR and 1H NMR spectra. The melting points of the products were also determined. The reaction processes have the advantages of simple work-up procedures, good yields and mild conditions. Thus this is a new and efficient method for the synthesis of polychlorinated diphenyl sulfide.

Key words: polychlorinated diphenyl sulfide, tetrakis(triphenylphosphine)palladium, chloro iodobenzene, chloro thiophenol