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含溴苯基团的8-羟基喹啉衍生物的合成与性质研究

Synthesis and Properties of Bromobenzene-containing 8-Hydroxyquinoline Derivatives

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【作者】 王苒张斌张恒明辛寅昌胡光武

【Author】 Wan Ran;Zhang Bin;Zhang Hengming;Xin Yinchang;Hu Guangwu;Shandong Yu Wang Industrial Technology Research Institute Company Limited;School of Chemistry, Chemical Engineering and Materials Science, Shandong Normal University;Binzhou Science and Technology Innovation and Development Research Institute;

【机构】 山东禹王工业技术研究院有限公司山东师范大学化学化工与材料科学学院滨州市科技创新发展研究院

【摘要】 以8羟基喹啉、对溴苯胺为主要原料,经过Reimer-Tiemann反应、席夫碱制备反应,重氮化反应,将溴苯基团分别通过C=N键和N=N键连接到8羟基喹啉上,从而合成了两种扩大π体系的8羟基喹啉衍生物。通过1H NMR、13C NMR,FT-IR以及HR-MS等手段充分表征,并对两种衍生物的各种物理和化学性质进行了深入研究。除此之外,还应用Gaussian程序对两种衍生物的几何构型进行了理论计算。结果显示,分子结构存在细微的差别,可以对8羟基喹啉衍生物的各种性质产生较大的影响。

【Abstract】 Two kinds of 8-hydroxyquinoline derivatives were synthesized by 8-hydroxyquinoline and 4-Bromoanilines as raw materials.The synthetic route included the Reimer-Tiemann reaction, Schiff base synthesis reaction, and Diazo-reaction.After that, the bromobenzene was linked to 8-hydroxyquinoline by C=N or N=N bond and the π system was expanded.The derivatives were fully characterized by 1H and 13C NMR,and FT-IR spectroscopy, as well as HR-MS spectra.Their physical and chemical properties were studied deeply, then the geometry structures were predicted by the Gaussian functional.All the results shows the difference of the 8-hydroxyquinoline derivatives’ properties can be owe to their similar but not the same structures.

【关键词】 8-羟基喹啉溴苯双键合成性质
【Key words】 8-hydroxyquinolinebromobenzenedouble bondsynthesisproperties
  • 【文献出处】 山东化工 ,Shandong Chemical Industry , 编辑部邮箱 ,2023年10期
  • 【分类号】TQ253.23
  • 【下载频次】3
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