α-单取代吡啶盐的新方法合成及光化学反应研究  

Synthesis of α-Monosubstituted Pyridinium Salts and Their Photochemical Reaction

作　　者：李刚[1] 贡卫涛[1] 叶俊伟[1] 林源[1] 宁桂玲[1] 

机构地区：[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

出　　处：《有机化学》2011年第2期216-221,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.20772014和20923006);中央高校基本科研业务费专项资金(No.1000-893116)资助项目

摘　　要：以α位单取代2,4,5-三苯基吡喃盐和取代伯胺为原料,一步合成出相应的α位单取代吡啶盐.在此基础上研究了α位单取代吡啶盐的光化学反应,成功合成出具有较高共平面结构的菲啶盐.通过测定吡啶盐和菲啶盐的荧光光谱发现,N位苯环上取代基供电性的增强使得吡啶盐荧光发射光谱发生明显的红移,荧光强度减弱,而菲啶盐由于分子共平面性增强极大提高了分子的荧光强度.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.

关 键 词：吡喃盐 α位单取吡啶盐 菲啶盐 光化学反应 荧光性质 

分 类 号：O626[理学—有机化学]