Karadakov, Peter Borislavov orcid.org/0000-0002-2673-6804 and Riley, Tom (2023) The Effect of Hydrogenation on the Contest between Aromaticity and Antiaromaticity in Norcorrole. Chemistry : A European Journal. e202203400. ISSN 1521-3765
Abstract
Magnetic shielding studies demonstrate that successive hydrogenation of NiII norcorrole (NiNc), a stable molecule combining aromatic and antiaromatic features, first weakens and then eliminates the central antiaromatic region, even though the NiNc antiaromatic “core”, a 14-membered conjugated cycle with 16 π electrons, is formally preserved throughout the H2NiNc−H8NiNc series. The differences between aromatic and non-aromatic isotropic shielding distributions and nucleus-independent chemical shift (NICS) values in these hydrogenated porphyrin analogues are highlighted by comparing the results for the members of the H2NiNc−H8NiNc series to those for the aromatic NiII porphyrin complex. The results strongly support the unexpected and counterintuitive conclusion that H8NiNc will be nonaromatic, without even a trace of antiaromaticity. Based on these findings, H8NiNc is predicted to be the most stable member of the H2NiNc−H8NiNc series.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2022 The Authors. |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 29 Nov 2022 13:00 |
Last Modified: | 01 Dec 2024 01:21 |
Published Version: | https://doi.org/10.1002/chem.202203400 |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1002/chem.202203400 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:193896 |
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Description: Chemistry A European J - 2022 - Karadakov - The Effect of Hydrogenation on the Contest between Aromaticity and
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