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

作　　者：王苒 张斌 张恒明 辛寅昌 胡光武[3] Wan Ran;Zhang Bin;Zhang Hengming;Xin Yinchang;Hu Guangwu(Shandong Yu Wang Industrial Technology Research Institute Company Limited,Jinan 250100,China;School of Chemistry,Chemical Engineering and Materials Science,Shandong Normal University,Jinan 250014,China;Binzhou Science and Technology Innovation and Development Research Institute,Binzhou 256600,China)

机构地区：[1]山东禹王工业技术研究院有限公司,山东济南250100 [2]山东师范大学化学化工与材料科学学院,山东济南250014 [3]滨州市科技创新发展研究院,山东滨州256600

出　　处：《山东化工》2023年第10期69-72,共4页Shandong Chemical Industry

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^(1)H NMR、^(13)C 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。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 theπsystem was expanded.The derivatives were fully characterized by^(1)H and^(13)C 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 

分 类 号：O626[理学—有机化学]