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Azulicorrole

Azulicorrole
Azulicorrole

Acid-catalyzed condensation of pyrrole, 4-trifluoromethylbenzaldehyde, and azulene, followed by DDQ oxidation, has resulted in the isolation of the novel macrocycle azulicorrole, arguably the first example of a carbacorrole aside from N-confused corrole. Despite poor yields (<1%), the free ligand could be structurally characterized and converted to the formal Cu(III) and Au(III) derivatives, of which the Cu(III) complex could also be structurally characterized. Both the free base and the two metal complexes exhibit richly structured UV-vis spectra that extend well into the near-infrared, suggesting potential applications in bioimaging and photodynamic therapy.

2470-1343
6737-6745
Larsen, Simon
8b33a5ee-852e-4209-91d8-324b91ea02d1
Mccormick-Mcpherson, Laura J.
f1c2f8cd-adcc-4bbf-9289-0b33a006d2bb
Teat, Simon J.
fd6e6d90-b0c2-4463-91d2-5c72e212d414
Ghosh, Abhik
01a311da-a139-43f0-ae29-0efa0e8788f7
Larsen, Simon
8b33a5ee-852e-4209-91d8-324b91ea02d1
Mccormick-Mcpherson, Laura J.
f1c2f8cd-adcc-4bbf-9289-0b33a006d2bb
Teat, Simon J.
fd6e6d90-b0c2-4463-91d2-5c72e212d414
Ghosh, Abhik
01a311da-a139-43f0-ae29-0efa0e8788f7

Larsen, Simon, Mccormick-Mcpherson, Laura J., Teat, Simon J. and Ghosh, Abhik (2019) Azulicorrole. ACS Omega, 4 (4), 6737-6745. (doi:10.1021/acsomega.9b00275).

Record type: Article

Abstract

Acid-catalyzed condensation of pyrrole, 4-trifluoromethylbenzaldehyde, and azulene, followed by DDQ oxidation, has resulted in the isolation of the novel macrocycle azulicorrole, arguably the first example of a carbacorrole aside from N-confused corrole. Despite poor yields (<1%), the free ligand could be structurally characterized and converted to the formal Cu(III) and Au(III) derivatives, of which the Cu(III) complex could also be structurally characterized. Both the free base and the two metal complexes exhibit richly structured UV-vis spectra that extend well into the near-infrared, suggesting potential applications in bioimaging and photodynamic therapy.

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acsomega.9b00275 - Version of Record
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More information

Accepted/In Press date: 27 March 2019
e-pub ahead of print date: 12 April 2019
Published date: 30 April 2019

Identifiers

Local EPrints ID: 438506
URI: http://eprints.soton.ac.uk/id/eprint/438506
ISSN: 2470-1343
PURE UUID: 014d159f-bc34-4956-b85d-550e7db729a7
ORCID for Laura J. Mccormick-Mcpherson: ORCID iD orcid.org/0000-0002-6634-4717

Catalogue record

Date deposited: 11 Mar 2020 17:33
Last modified: 26 Nov 2021 03:21

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Contributors

Author: Simon Larsen
Author: Simon J. Teat
Author: Abhik Ghosh

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