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二茂铁乙炔苯巯基化合物的合成及电化学性质

Synthesis and Electrochemical Properties of Ferrocene-Terminated Phenylethynythiol Compounds

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【作者】 赵严邓建辉刘美玲李海涛张友玉

【Author】 ZHAO Yana,DENG Jianhuia,LIU Meilinga,LI Haitaoa,b,ZHANG Youyua(aCollege of Chemistry and Chemical Engineering,Hunan Normal University,Changsha 41008; bHunan Vocational Institute of Safety Technology,Changsha 410151)

【机构】 湖南师范大学化学化工学院湖南安全技术职业学院

【摘要】 以室温下Zn/Me2SiCl2/DMA还原体系代替传统低温下(-78℃)有机锂试剂体系,高收率合成了4-乙酰巯基碘苯(6)和4-碘苯甲硫醚(7)。分别将二者与二茂铁乙炔偶联合成了二茂铁乙炔基苯硫酚衍生物1和2。研究了衍生物1和2的光谱和电化学性质,将其自组装到金电极上,获得了电活性较好的修饰电极。衍生物1修饰Au/GCE电极对芦丁有良好的催化电氧化作用,在生物/电化学传感器领域有潜在应用前景。

【Abstract】 Ferrocene-terminated phenylethynythiol derivatives 1 and 2 were prepared from S-acetyl-4-iodothiophenol(6) or 4-iodophenyl methyl sulfide(7) and ethynylferrocene via cross-coupling reactions.Compounds 6 and 7 were prepared in a good yield with Zn/Me2SiCl2/DMA(N,N-dimethylacet amide) reduction system at room temperature instead of traditional low temperature metal lithium system(-78 ℃).The spectral characteristics,electrochemical properties and self-assembly behaviors of the target compounds on Au modified glassy carbon electrodes(Au/GCE) were investigated.Compound 1 film coated Au/GCE has high electrocatalytic activity toward the oxidation of rutin and has potential applications as biosensor and electrochemical sensor.

【基金】 国家自然科学基金(20975037,21075037);湖南省自然科学基金(09JJ3019,07JJ3024);湖南省教育厅一般目(10C0926)资助项目
  • 【文献出处】 应用化学 ,Chinese Journal of Applied Chemistry , 编辑部邮箱 ,2011年10期
  • 【分类号】O627
  • 【被引频次】8
  • 【下载频次】285
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