化学学报 ›› 2008, Vol. 66 ›› Issue (14): 1749-1752. 上一篇    下一篇

研究简报

氢氧化铯催化二硫醚、二碲醚与端炔反应研究

夏 湘a,b 邹康兵b 李若信b 张尊英b
邵玲玲b 方大为b 许新华*,a,b   

  1. (a湖南邵阳学院生物与化学工程系 邵阳 422400)
    (b湖南大学化学化工学院 长沙 410082)
  • 投稿日期:2008-05-06 修回日期:2008-06-23 发布日期:2008-07-28
  • 通讯作者: 许新华

Study of Cesium Hydroxide-Catalyzed Reactions of Diaryl Disulfides and Ditellurides with Terminal Acetylenes

XIA, Xiang a,b ZOU, Kang-Bing b LI, Ruo-Xin b ZHANG, Zun-Ying b
SHAO, Ling-Ling b FANG, Da-Wei b XU, Xin-Hua *,a,b
  

  1. (a Department of Biological and Chemical Engineering, Shaoyang University, Shaoyang 422400)
    (b College of Chemistry and Chemical Engineering of Hunan University, Changsha 410082)
  • Received:2008-05-06 Revised:2008-06-23 Published:2008-07-28
  • Contact: XU, Xin-Hua

氢氧化铯催化下, 以商业THF作溶剂, 在氮气氛中二芳基二硫醚与端炔室温反应, 立体选择地生成(Z)-1,2-二芳硫基烯. 在空气氛中反应, 得到(Z)-1,2-二芳硫基烯与炔硫醚的混合物. 二芳基二碲醚与端炔反应, 不论在氮气氛中或空气氛中, 都只产生炔碲醚. 但是在氮气氛中炔碲醚的收率仅为空气氛中反应的50%, 对上述反应机理进行了讨论.

关键词: 氢氧化铯, 二芳基二硫醚, 二芳基二碲醚, (Z)-1,2-二芳硫基烯, 炔碲醚

In the presence of catalytic amount of cesium hydroxide, under nitrogen atmosphere terminal alkynes reacted with diaryl disulfides at room temperature in commercial THF to give almost exclusive (Z)-1,2-diarylthio-1-alkene in good yields, but under air atmosphere the reaction gave a mixture of alkynyl sulfide and (Z)-1,2-diarylthio-1-alkene. But for the reaction of diarylditellurides with terminal alkynes, whether it was performed under nitrogen atmosphere or air atmosphere, it only gave alkynyl tellurides. However, the yields of the alkynyl tellurides obtained under nitrogen atmosphere is only 50% of yields obtained under air atmosphere. The reaction mechanism was discussed.

Key words: cesium hydroxide, diaryl disulfides, (Z)-1,2-bis-(arylthio)-1-alkene, diarylditellurides, alkynyl tellurides