Oxidative acetylenic coupling reactions as a surface chemistry tool
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 monolay...
| Main Authors: | , , , , , , |
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| Format: | Journal Article |
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R S C Publications
2011
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| Online Access: | http://hdl.handle.net/20.500.11937/23997 |
| _version_ | 1848751306716479488 |
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| author | Ciampi, S. James, M. Darwish, Nadim Luais, E. Guan, B. Harper, J. Gooding, J. |
| author_facet | Ciampi, S. James, M. Darwish, Nadim Luais, E. Guan, B. Harper, J. Gooding, J. |
| author_sort | Ciampi, S. |
| building | Curtin Institutional Repository |
| collection | Online Access |
| description | 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 (CC-CC-) 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. |
| first_indexed | 2025-11-14T07:50:38Z |
| format | Journal Article |
| id | curtin-20.500.11937-23997 |
| institution | Curtin University Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-14T07:50:38Z |
| publishDate | 2011 |
| publisher | R S C Publications |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | curtin-20.500.11937-239972018-03-29T09:06:34Z Oxidative acetylenic coupling reactions as a surface chemistry tool Ciampi, S. James, M. Darwish, Nadim Luais, E. Guan, B. Harper, J. Gooding, J. 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 (CC-CC-) 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 Journal Article http://hdl.handle.net/20.500.11937/23997 10.1039/c1cp21450k R S C Publications restricted |
| spellingShingle | Ciampi, S. James, M. Darwish, Nadim Luais, E. Guan, B. Harper, J. Gooding, J. Oxidative acetylenic coupling reactions as a surface chemistry tool |
| title | Oxidative acetylenic coupling reactions as a surface chemistry tool |
| title_full | Oxidative acetylenic coupling reactions as a surface chemistry tool |
| title_fullStr | Oxidative acetylenic coupling reactions as a surface chemistry tool |
| title_full_unstemmed | Oxidative acetylenic coupling reactions as a surface chemistry tool |
| title_short | Oxidative acetylenic coupling reactions as a surface chemistry tool |
| title_sort | oxidative acetylenic coupling reactions as a surface chemistry tool |
| url | http://hdl.handle.net/20.500.11937/23997 |