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231223s2009 xx |||||o 00| ||eng c |
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|a 10.1021/la804205d
|2 doi
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|a pubmed24n0636.xml
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|a (NLM)19708144
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|a DE-627
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|a eng
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|a Nguyen, Ngoc Hoa
|e verfasserin
|4 aut
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| 245 |
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|a Electrochemistry and reactivity of surface-confined catechol groups derived from diazonium reduction. Bias-assisted Michael addition at the solid/liquid interface
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|c 2009
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|a Text
|b txt
|2 rdacontent
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|a ƒaComputermedien
|b c
|2 rdamedia
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|a ƒa Online-Ressource
|b cr
|2 rdacarrier
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|a Date Completed 15.09.2009
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|a Date Revised 26.08.2009
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|a published: Print
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|a Citation Status PubMed-not-MEDLINE
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|a We have designed a novel catechol-modified electrode that could be used for bias-assisted Michael addition at the solid/liquid interface. The glassy carbon electrode was modified by the electrochemical reduction of a catechol para-substituted phenyldiazonium salt. The electrochemistry of surface-confined catechol moieties was investigated by cyclic voltammetry. The transfer coefficient and apparent surface standard electron-transfer rate constant were obtained using Laviron's theory. We demonstrate that o-quinone moieties linked to the surface remain quite reactive with nucleophilic species by Michael addition at the solid/liquid interface. To demonstrate the versatility of this procedure, 4-nitrobenzyl alcohol, (4-nitrobenzyl)amine, and a ferrocenealkylamine were chosen as nucleophile models due to their well-known redox properties. Electrochemically triggered Michael addition was validated, leading to redox headgroup-tethered surfaces
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|a Journal Article
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|a Esnault, Charles
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Gohier, Frédéric
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Bélanger, Daniel
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Cougnon, Charles
|e verfasserin
|4 aut
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| 773 |
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|i Enthalten in
|t Langmuir : the ACS journal of surfaces and colloids
|d 1999
|g 25(2009), 6 vom: 09. Apr., Seite 3504-8
|w (DE-627)NLM098181009
|x 1520-5827
|7 nnns
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| 773 |
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|g volume:25
|g year:2009
|g number:6
|g day:09
|g month:04
|g pages:3504-8
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|u http://dx.doi.org/10.1021/la804205d
|3 Volltext
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