Magnetic Antiaromaticity─Paratropicity─Does Not Necessarily Imply Instability

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Authors
Foroutan-Nejad, Cina
Date
2023
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Publisher
ACS Publications
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Abstract
Magnetically induced ring currents are a conventional tool for the characterization of aromaticity. Dia- and paratropic currents are thought to be associated with stabilization (aromaticity) and destabilization (antiaromaticity), respectively. In the present work, I have questioned the validity of the paratropic currents as a measure of antiaromaticity among monocyclic hydrocarbons. I have shown that while reduced/oxidized radical ions of hydrocarbons sustain strong paratropic currents, they often gain extra stabilization via cyclic conjugation compared to their acyclic counterparts.
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Citation
J. Org. Chem. 2023 ; https://doi.org/10.1021/acs.joc.3c01807
URI
https://open.icm.edu.pl/handle/123456789/22935
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