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Redox-dependent conformational switching of diphenylacetylenes

Redox-dependent conformational switching of diphenylacetylenes
Redox-dependent conformational switching of diphenylacetylenes
Herein we describe the design and synthesis of a redox-dependent single-molecule switch. Appending a ferrocene unit to a diphenylacetylene scaffold gives a redox-sensitive handle, which undergoes reversible one-electron oxidation, as demonstrated by cyclic voltammetry analysis. 1H-NMR spectroscopy of the partially oxidized switch and control compounds suggests that oxidation to the ferrocenium cation induces a change in hydrogen bonding interactions that results in a conformational switch
11316-11332
Jones, Ian
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Knipe, Peter
31b81da3-f55b-43f1-a3b4-fe45a1555267
Michaelos, Thoe
ac4abcf6-f6b7-424b-bb98-ac4f71318029
Thompson, Sam
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Hamilton, Andrew
12ead9ac-0af5-4773-a657-906b4d89772b
Jones, Ian
a97b7bfd-c24c-45e6-8f67-8209777e6fe4
Knipe, Peter
31b81da3-f55b-43f1-a3b4-fe45a1555267
Michaelos, Thoe
ac4abcf6-f6b7-424b-bb98-ac4f71318029
Thompson, Sam
99b7e34e-fe24-401c-b7b0-64e56cbbbcb1
Hamilton, Andrew
12ead9ac-0af5-4773-a657-906b4d89772b

Jones, Ian, Knipe, Peter, Michaelos, Thoe, Thompson, Sam and Hamilton, Andrew (2014) Redox-dependent conformational switching of diphenylacetylenes. Molecules, 19 (8), 11316-11332. (doi:10.3390/molecules190811316).

Record type: Article

Abstract

Herein we describe the design and synthesis of a redox-dependent single-molecule switch. Appending a ferrocene unit to a diphenylacetylene scaffold gives a redox-sensitive handle, which undergoes reversible one-electron oxidation, as demonstrated by cyclic voltammetry analysis. 1H-NMR spectroscopy of the partially oxidized switch and control compounds suggests that oxidation to the ferrocenium cation induces a change in hydrogen bonding interactions that results in a conformational switch

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Accepted/In Press date: 24 July 2014
Published date: 31 July 2014
Organisations: Chemistry

Identifiers

Local EPrints ID: 403580
URI: http://eprints.soton.ac.uk/id/eprint/403580
PURE UUID: cdd301be-88c8-4f69-b2c7-84a657d74d07
ORCID for Sam Thompson: ORCID iD orcid.org/0000-0001-6267-5693

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Date deposited: 07 Dec 2016 10:07
Last modified: 03 Dec 2019 01:32

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Contributors

Author: Ian Jones
Author: Peter Knipe
Author: Thoe Michaelos
Author: Sam Thompson ORCID iD
Author: Andrew Hamilton

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