高等学校化学学报 ›› 2004, Vol. 25 ›› Issue (4): 667.

• 研究论文 • 上一篇    下一篇

3-硫代甲酰基中氮茚(硫醛)与碘化1,2-及1,4-二甲基吡啶鎓盐的反应

刘玮炜1,2, 欧松1, 王炳祥1, 胡宏纹1   

  1. 1. 南京大学化学系, 南京 210093;
    2. 淮海工学院化工系, 连云港 222005
  • 收稿日期:2003-02-20 出版日期:2004-04-24 发布日期:2004-04-24
  • 通讯作者: 胡宏纹(1925年出生),男,教授,博士生导师,从事有机合成研究.E-mail:Liuww323@eyou.com E-mail:Liuww323@eyou.com
  • 基金资助:

    国家自然科学基金(批准号:20072016)资助

Reaction of 3-Thioformylindolizine(Thioaldehyde) with 1,2-and 1,4-Dimethylpyridinium Iodides

LIU Wei-Wei1,2, OU Song1, WANG Bing-Xiang1, HU Hong-Wen1   

  1. 1. Department of Chemistry, Nanjing University, Nanjing 210093, China;
    2. Department of Chemical Engineering, Huaihai Institute of Technology, Lianyungang 222005, China
  • Received:2003-02-20 Online:2004-04-24 Published:2004-04-24

摘要: 用改进的Vilsmeier反应由3位未取代的中氮茚合成了一系列3-硫代甲酰基中氮茚(硫醛),对其在甲醇溶液中哌啶催化下与碘化1,2-二甲基吡啶鎓盐及碘化1,4-二甲基吡啶鎓盐的缩合反应进行研究,高收率地合成了相应含中氮茚环的二甲川菁,产物结构经元素分析、红外光谱、1H谱及质谱确证,并测定了其在固态下的荧光性质.结果表明,所有的化合物发射波长都在400nm以上,有希望成为发光材料.

关键词: 3-硫代甲酰基中氮茚, 碘化1, 2-或1, 4-二甲基吡啶鎓盐, 二甲川菁, 荧光

Abstract: A series of 3-thioformylindolizines(thioaldehydes)were synthesized from 3-unsubstituted indolizines by the modified Vilsmeier reaction. The condensation reaction of these thioaldehydes with 1,2- and 1,4-dimethylpyridinium iodides in methanol solution in the presence of piperidine was investigated in detail, and the corresponding dimethine-cyanines dyes containing the indolizine ring were synthesized in excellent yields. The structures of them were established on the basis of their elemental analysis, IR, 1H NMR and MS data. The fluorescence properties of these new compounds were studied in the solid state, and the results show that all of them have strong emission in the region above 400 nm, and may have potential application as luminescent materials.

Key words: 3-Thioformylindolizines(thioaldehydes), 1,2- or 1,4-Dimethylpyridinium iodides, Dimethine-cyanines, Fluorescence

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