Description

Collman, Chidsey and coworkers used this thiol to immobilize metalloporphyrins on SAM-coated gold electrodes (J. Am. Chem. Soc., 1998, 120, 4478). They found that SAMs with terminal imidazoles bind a range of porphyrins via axial ligand substitution. (e.g. bis-acetonitrile octaethylporphyrinatoruthenium(II), Ru(OEP)(CH3CN)2; bis-acetonitrile octaethyltetraazaporphyrinato ruthenium(II), Ru(OETAP)(CH3CN)2; bisacetonitrile tetra-(p-chlorophenyl)porphyrinatoruthenium(II), Ru(Tp-ClPP)(CH3CN)2; bis-acetonitrile octaethylporphyrinatoosmium(II), Os(OEP)(CH3CN)2; and carbonyl meso-tetramesitylporphyrinatoruthenium(II),Ru(TMP)(CO)). Recently, Wei et. al (J. Am. Chem. Soc., 2002, 124, 9591) used imidazole-terminated thiols to immobilize cytochrome c and investigated the protein's electron-transfer kinetics.