Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (02): 216-221. Previous Articles     Next Articles

Full Papers

α-单取代吡啶盐的新方法合成及光化学反应研究

李刚,贡卫涛,叶俊伟,林源,宁桂玲*   

  1. (大连理工大学化工学院 精细化工国家重点实验室 大连 116012)
  • 收稿日期:2010-05-10 修回日期:2010-07-19 发布日期:2010-09-29
  • 通讯作者: 宁桂玲 E-mail:ninggl@dlut.edu.cn
  • 基金资助:

    环戊二烯C-C与C-H键竞争断裂合成α-活性吡喃盐及其荧光体研究

Synthesis of α-Monosubstituted Pyridinium Salts and Their Photochemical Reaction

LI Gang, GONG Wei-Tao, YE Jun-Wei, LIN Yuan, NING Gui-Ling   

  1. (State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, Dalian 116012)
  • Received:2010-05-10 Revised:2010-07-19 Published:2010-09-29

The novel one-pot reaction of α-monosubstituted 2,4,5-triphenylpyrylium perchlorate with substituted primary amines was proved to give the corresponding α-monosubstituted pyridinium salts in high yield. New phenanthridinium salt was synthesized via photochemical reaction of α-monosubstituted pyridinium salts. The photophysical properties of compounds were investigated by UV-Vis and fluorescent spectroscopy. It was found that increase of electron donating ability of N-substituents induced the clear red shift of the emission spectra and the decrease of the fluorescence intensity. Furthermore, the more planarity of phenanthridinium salt compared to pyridinium salt extremely enhanced the fluorescence intensity.

Key words: pyrylium salt, α-monosubstituted pyridinium salt, phenanthridinium salt, photochemical reac-tion, fluorescence property