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Toward the control of the creation of mixed monolayers on glassy carbon surfaces by amine oxidation

Toward the control of the creation of mixed monolayers on glassy carbon surfaces by amine oxidation
Toward the control of the creation of mixed monolayers on glassy carbon surfaces by amine oxidation
A versatile and simple methodology for the creation of mixed monolayers on glassy carbon (GC) surfaces was developed, using an osmium–bipyridyl complex and anthraquinone as model redox probes. The work consisted in the electrochemical grafting on GC of a mixture of mono-protected diamine linkers in varying ratios which, after attachment to the surface, allowed orthogonal deprotection. After optimisation of the deprotection conditions, it was possible to remove one of the protecting groups selectively, couple a suitable osmium complex and cap the residual free amines. The removal of the second protecting group allowed the coupling of anthraquinone. The characterisation of the resulting surfaces by cyclic voltammetry showed the variation of the surface coverage of the two redox centres in relation to the initial ratio of the linking amine in solution.
amines, electrochemistry, monolayers, osmium, solid-phase synthesis
0947-6539
1030-1036
Groppi, Jessica
f7437d3c-89ed-42e4-8847-4b96a0de0208
Bartlett, Philip
d99446db-a59d-4f89-96eb-f64b5d8bb075
Kilburn, Jeremy D.
e64ded70-825a-40ec-816b-c4605e007e7a
Groppi, Jessica
f7437d3c-89ed-42e4-8847-4b96a0de0208
Bartlett, Philip
d99446db-a59d-4f89-96eb-f64b5d8bb075
Kilburn, Jeremy D.
e64ded70-825a-40ec-816b-c4605e007e7a

Groppi, Jessica, Bartlett, Philip and Kilburn, Jeremy D. (2016) Toward the control of the creation of mixed monolayers on glassy carbon surfaces by amine oxidation. Chemistry - A European Journal, 22 (3), 1030-1036. (doi:10.1002/chem.201503120).

Record type: Article

Abstract

A versatile and simple methodology for the creation of mixed monolayers on glassy carbon (GC) surfaces was developed, using an osmium–bipyridyl complex and anthraquinone as model redox probes. The work consisted in the electrochemical grafting on GC of a mixture of mono-protected diamine linkers in varying ratios which, after attachment to the surface, allowed orthogonal deprotection. After optimisation of the deprotection conditions, it was possible to remove one of the protecting groups selectively, couple a suitable osmium complex and cap the residual free amines. The removal of the second protecting group allowed the coupling of anthraquinone. The characterisation of the resulting surfaces by cyclic voltammetry showed the variation of the surface coverage of the two redox centres in relation to the initial ratio of the linking amine in solution.

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Manuscript Mixed Monolayers v4 revised.pdf - Accepted Manuscript
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Supporting information Mixed monolayers final.pdf - Other
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Accepted/In Press date: 4 December 2015
e-pub ahead of print date: 4 December 2015
Published date: 18 January 2016
Keywords: amines, electrochemistry, monolayers, osmium, solid-phase synthesis
Organisations: Electrochemistry

Identifiers

Local EPrints ID: 385451
URI: http://eprints.soton.ac.uk/id/eprint/385451
ISSN: 0947-6539
PURE UUID: b48a6267-43ce-4d68-ac17-e31e47bb5914
ORCID for Philip Bartlett: ORCID iD orcid.org/0000-0002-7300-6900

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Date deposited: 20 Jan 2016 09:15
Last modified: 15 Mar 2024 02:44

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Contributors

Author: Jessica Groppi
Author: Philip Bartlett ORCID iD
Author: Jeremy D. Kilburn

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