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