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Please use this identifier to cite or link to this item: http://apo.ansto.gov.au/dspace/handle/10238/3880

Title: Oxidative acetylenic coupling reactions as a surface chemistry tool
Authors: Ciampi, S
James, M
Darwish, N
Luais, E
Guan, B
Harper, JB
Gooding, JJ
Keywords: Silicon
X-Ray Photoelectron Spectroscopy
Electrodes
Acetylene
Couplings
Solids
Issue Date: 14-Sep-2011
Citation: Ciampi, S., James, M., Darwish, N., Luais, E., Guan, B., Harper, J.B., Gooding, J.J. (2011). Physical Chemistry Chemical Physics, 13(34), 15624-15632.
Abstract: A novel method to prepare redox monolayers on silicon electrodes has been developed that employs CuI-catalyzed oxidative acetylenic coupling reactions for molecular electronic type applications. As the first case study, ethynylferrocene was covalently immobilized onto an acetylene-terminated monolayer on a Si(100) surface to give a 1,3-diyne (C[triple bond, length as m-dash]C-C[triple bond, length as m-dash]C-) linked redox assembly. The derivatization process requires no protection/de-protection steps, nor activation procedures. The effect of the conjugated diyne linkage on the rate of electron transfer between tethered ferrocenyl units and the silicon electrode is benchmarked against well-established "click" products (i.e. 1,2,3-triazole linkage). The surfaces, after each step, are characterized thoroughly using X-ray reflectivity (XRR), X-ray photoelectron spectroscopy (XPS), electrochemical impedance spectroscopy (EIS) and cyclic voltammetry (CV). The coupling chemistry provides a useful strategy for functionalizing silicon surfaces and contributes to an expanding repertoire of wet chemistry routes for the functionalization of solid substrates.© 2011, Royal Society of Chemistry
URI: http://dx.doi.org/10.1039/c1cp21450k
http://apo.ansto.gov.au/dspace/handle/10238/3880
ISSN: 1463-9076
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