Issue 38, 2015

Surface modification of carbon and metal electrodes with bistable molecular redox switches by click and amide coupling

Abstract

Ruthenium complexes [Ru(R-Ph-tpy)(bpyMeOHpy)] (Ph-tpy = 4′-(4-R-phenyl)-2,2′:6′,2′′-terpyridine, R = NH2, COOH, C[triple bond, length as m-dash]CH, bpyMeOHpy = 1-[6-(2,2′-bipyridyl)]-1-(2-pyridyl)-ethanol) were covalently attached to carbon and metal electrodes by amide and click coupling reactions. Coupling agents were covalently grafted onto the electrodes by electrochemical reduction of p-functionalized diazonium tethers X-Ph-N2+ (X = COOH, NO2, N3) followed by electrochemical reduction of the nitro tether. The modification of the electrode surfaces with the Ru complexes results in a hysteretic current–voltage response based on the redox-induced N6/N5O linkage isomerism of the ambidentate pyridyl/alkoxy unit in the bpyMeOHpy chelate ligand. The immobilized complexes can be exhaustively addressed electrochemically with scan rates ≤10 000 V s−1 and can switch uniformly with kinetic and thermodynamic parameters similar to the properties of reference complexes in homogeneous solution.

Graphical abstract: Surface modification of carbon and metal electrodes with bistable molecular redox switches by click and amide coupling

Supplementary files

Article information

Article type
Paper
Submitted
05 Jun 2015
Accepted
27 Aug 2015
First published
28 Aug 2015

J. Mater. Chem. C, 2015,3, 10023-10030

Surface modification of carbon and metal electrodes with bistable molecular redox switches by click and amide coupling

R. T. Jane, E. Gaudemer and R. Lomoth, J. Mater. Chem. C, 2015, 3, 10023 DOI: 10.1039/C5TC01655J

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