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

作　　者：赵严[1] 邓建辉[1] 刘美玲[1] 李海涛[1,2] 张友玉[1] 

机构地区：[1]湖南师范大学化学化工学院,长沙410081 [2]湖南安全技术职业学院,长沙410151

出　　处：《应用化学》2011年第10期1161-1166,共6页Chinese Journal of Applied Chemistry

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

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。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.

关 键 词：巯基二茂铁乙炔 自组装 电化学性质 化学修饰电极 偶联 

分 类 号：O625.7[理学—有机化学]