中华医学超声杂志

应用化学 ›› 2011, Vol. 28 ›› Issue (10): 1161-1166.DOI: 10.3724/SP.J.1095.2011.00609

• 研究论文 • 上一篇    下一篇

二茂铁乙炔苯巯基化合物的合成及电化学性质

赵严1,邓建辉1,刘美玲1*,李海涛1,2*,张友玉1   

  1. (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)
  • 收稿日期:2010-10-13 修回日期:2011-01-15 出版日期:2011-10-10 发布日期:2011-10-10
  • 通讯作者: 李海涛，教授; Tel:0731-88872309; Fax:0731-88872046; E-mail:haitao-li@hunnu.edu.cn; 研究方向：有机化学
  • 基金资助:
    国家自然科学基金（20975037,21075037）湖南省自然科学基金（09JJ3019,07JJ3024）及湖南省教育厅一般目（10C0926）资助项目

Synthesis and Electrochemical properties of Ferrocene-Terminated Phenylethynythiol compounds

ZHAO Yan1, DENG Jianhui1, LIU Meiling1*, LI Haitao1,2*, ZHANG Youyu1   

  1. (1.College of Chemistry and Chemical Engineering,Hunan Normal University,Changsha 41008；
    2.Hunan Vocational Institute of Safety Technology,Changsha 410151)
  • Received:2010-10-13 Revised:2011-01-15 Published:2011-10-10 Online:2011-10-10

PDF

2100

被引次数

20 | 3

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。

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

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.

Key words: ferrocene-terminated phenylethynythiol, self-assembly, electrochemical properties, chemically modified electrode, cross-coupling

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