3-硫代甲酰基中氮茚(硫醛)与碘化1,2-及1,4-二甲基吡啶盐的反应

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

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盐及碘化 1 ,4-二甲基吡啶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 40 0 nm以上 ,有希望成为发光材料 .

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.