Diagnosing Ring Current(s) in Figure-Eight Skeletons: A 3D Through-Space Conjugation in the Two-Loops Crossing

[Image: see text] The macrocyclic structures with local conjugation readily undergo a redox-triggered change in the diatropic character, leading to a global current–density pathway of the doubly charged systems. The figure-eight geometry of the neutral dimer does not significantly change upon oxidat...

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Autores principales: Wypych, Katarzyna, Dimitrova, Maria, Sundholm, Dage, Pawlicki, Miłosz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9348834/
https://www.ncbi.nlm.nih.gov/pubmed/35796415
http://dx.doi.org/10.1021/acs.orglett.2c01625
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author Wypych, Katarzyna
Dimitrova, Maria
Sundholm, Dage
Pawlicki, Miłosz
author_facet Wypych, Katarzyna
Dimitrova, Maria
Sundholm, Dage
Pawlicki, Miłosz
author_sort Wypych, Katarzyna
collection PubMed
description [Image: see text] The macrocyclic structures with local conjugation readily undergo a redox-triggered change in the diatropic character, leading to a global current–density pathway of the doubly charged systems. The figure-eight geometry of the neutral dimer does not significantly change upon oxidation according to the spectroscopic and computational data. The oxidation leads to 3D cross-conjugation at the intersection of the two ethylene bridges resulting in a global ring current.
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spelling pubmed-93488342022-08-04 Diagnosing Ring Current(s) in Figure-Eight Skeletons: A 3D Through-Space Conjugation in the Two-Loops Crossing Wypych, Katarzyna Dimitrova, Maria Sundholm, Dage Pawlicki, Miłosz Org Lett [Image: see text] The macrocyclic structures with local conjugation readily undergo a redox-triggered change in the diatropic character, leading to a global current–density pathway of the doubly charged systems. The figure-eight geometry of the neutral dimer does not significantly change upon oxidation according to the spectroscopic and computational data. The oxidation leads to 3D cross-conjugation at the intersection of the two ethylene bridges resulting in a global ring current. American Chemical Society 2022-07-07 2022-07-15 /pmc/articles/PMC9348834/ /pubmed/35796415 http://dx.doi.org/10.1021/acs.orglett.2c01625 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Wypych, Katarzyna
Dimitrova, Maria
Sundholm, Dage
Pawlicki, Miłosz
Diagnosing Ring Current(s) in Figure-Eight Skeletons: A 3D Through-Space Conjugation in the Two-Loops Crossing
title Diagnosing Ring Current(s) in Figure-Eight Skeletons: A 3D Through-Space Conjugation in the Two-Loops Crossing
title_full Diagnosing Ring Current(s) in Figure-Eight Skeletons: A 3D Through-Space Conjugation in the Two-Loops Crossing
title_fullStr Diagnosing Ring Current(s) in Figure-Eight Skeletons: A 3D Through-Space Conjugation in the Two-Loops Crossing
title_full_unstemmed Diagnosing Ring Current(s) in Figure-Eight Skeletons: A 3D Through-Space Conjugation in the Two-Loops Crossing
title_short Diagnosing Ring Current(s) in Figure-Eight Skeletons: A 3D Through-Space Conjugation in the Two-Loops Crossing
title_sort diagnosing ring current(s) in figure-eight skeletons: a 3d through-space conjugation in the two-loops crossing
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9348834/
https://www.ncbi.nlm.nih.gov/pubmed/35796415
http://dx.doi.org/10.1021/acs.orglett.2c01625
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