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有机化学
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有机化学 ›› 2009, Vol. 29 ›› Issue (11): 1816-1820. 上一篇    下一篇

研究论文

对羟基五蝶烯重氮盐及其置换反应研究

谭广慧a    王宇a     王进军b    金英学*,a   

  1. (a哈尔滨师范大学化学化工学院 哈尔滨 150025) (b烟台大学化学生物理工学院 烟台 264005)
  • 收稿日期:2009-03-14 修回日期:2009-05-27 发布日期:2009-06-30
  • 通讯作者: 金英学 E-mail:yenghak@hrbnu.edu.cn

Studies of p-Hydroxy Pentiptycene Diazonium Salts and Their Replacement Reactions

Tan, Guanghuia      Wang, Yua       Wang, Jinjunb       Jin, Yingxue*,a   

  1. (a College of Chemistry & Engineering, Harbin Normal University, Harbin 150025) (b Science and Engineering College of Chemistry and Biology, Yantai University, Yantai 264005)
  • Received:2009-03-14 Revised:2009-05-27 Published:2009-06-30

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1276

被引次数

2

五蝶烯醌经肟化和氢化得到对氨基五蝶烯酚, 对氨基五蝶烯酚在酸性条件下被硝基叔丁烷重氮化, 生成非常稳定的对羟基五蝶烯重氮盐. 对羟基五蝶烯重氮盐经亚铜盐催化的Sandmeyer 反应生成氯代和溴代对羟基五蝶烯, 与碘化钾发生置换反应得到碘代对羟基五蝶烯. 所合成的新化合物均经红外光谱、核磁共振谱以及质谱证明其结构.

关键词: 五蝶烯, 重氮盐, Sandmeyer反应, 合成

p-Aminopentiptycene phenol was formed by treating pentiptycene quinone through oxidation and hydrogenation. p-Pentiptycene phenol diazonium salts were synthesized by diazotization of p-amino- pentiptycene phenol with t-BuONO under acidity conditions. Their halides were obtained by Sandmeyer re-actions. The structures of all compounds were characterized by IR, FAB-MS, and NMR techniques.

Key words: pentiptycene, diazonium salt, Sandmeyer reaction, synthesis