Rotaxanation as a sequestering template to preclude incidental metal insertion in complex oligochromophores
Rotaxanation as a sequestering template to preclude incidental metal insertion in complex oligochromophores
The high yielding Cu
I-mediated click reaction is an effective procedure for the preparation of oligoporphyrinoid conjugates. However, the Cu
I catalyst leads to the adventitious and usually undesirable insertion of Cu ions into any non-metalated porphyrinoid centers during reaction. Here we report a "sacrificial rotaxane" strategy for the multifunctionalization of porphyrins with free base corroles without incidental copper insertion. This strategy can be considered a general method for implementing Cu
I-mediated click reactions with metal cation sequestration to avoid detrimental effects caused by the presence of copper cations.
7447-7450
Ngo, Huynh Thien
64af0972-5c76-4a68-a519-70dd53f4d088
Lewis, James E.M.
42b46a03-a7ca-4d3a-96e5-a5c962fc9573
Payne, Daniel T.
039a42c3-6a7e-4043-a389-0faa23f4744a
D'Souza, Francis
a38c4d90-b830-44d2-9586-44a8edb55d5c
Hill, Jonathan P.
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Ariga, Katsuhiko
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Yoshikawa, Genki
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Goldup, Stephen M.
0a93eedd-98bb-42c1-a963-e2815665e937
11 July 2020
Ngo, Huynh Thien
64af0972-5c76-4a68-a519-70dd53f4d088
Lewis, James E.M.
42b46a03-a7ca-4d3a-96e5-a5c962fc9573
Payne, Daniel T.
039a42c3-6a7e-4043-a389-0faa23f4744a
D'Souza, Francis
a38c4d90-b830-44d2-9586-44a8edb55d5c
Hill, Jonathan P.
5f936d50-22d4-447c-ba9c-e9721a414077
Ariga, Katsuhiko
d368003c-164f-4f22-a61e-919336ac87dd
Yoshikawa, Genki
f4094cf9-3315-4870-8a76-c7af8299c0fd
Goldup, Stephen M.
0a93eedd-98bb-42c1-a963-e2815665e937
Ngo, Huynh Thien, Lewis, James E.M., Payne, Daniel T., D'Souza, Francis, Hill, Jonathan P., Ariga, Katsuhiko, Yoshikawa, Genki and Goldup, Stephen M.
(2020)
Rotaxanation as a sequestering template to preclude incidental metal insertion in complex oligochromophores.
Chemical Communications, 56 (54), .
(doi:10.1039/c9cc09681g).
Abstract
The high yielding Cu
I-mediated click reaction is an effective procedure for the preparation of oligoporphyrinoid conjugates. However, the Cu
I catalyst leads to the adventitious and usually undesirable insertion of Cu ions into any non-metalated porphyrinoid centers during reaction. Here we report a "sacrificial rotaxane" strategy for the multifunctionalization of porphyrins with free base corroles without incidental copper insertion. This strategy can be considered a general method for implementing Cu
I-mediated click reactions with metal cation sequestration to avoid detrimental effects caused by the presence of copper cations.
Text
Chemcommun_Revised
- Accepted Manuscript
More information
Accepted/In Press date: 26 May 2020
Published date: 11 July 2020
Identifiers
Local EPrints ID: 442836
URI: http://eprints.soton.ac.uk/id/eprint/442836
ISSN: 1359-7345
PURE UUID: e1c464d3-70bf-4c2e-96ed-6150a9acbd8f
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Date deposited: 28 Jul 2020 16:41
Last modified: 06 Jun 2024 04:17
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Contributors
Author:
Huynh Thien Ngo
Author:
James E.M. Lewis
Author:
Daniel T. Payne
Author:
Francis D'Souza
Author:
Jonathan P. Hill
Author:
Katsuhiko Ariga
Author:
Genki Yoshikawa
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