Edge Decoration of Anthracene Switches Global Diatropic Current That Controls the Acene Reactivity

[Image: see text] The 14π-electron system of anthracene has been merged with the unsaturated Z-1,2-difurylethene to form a macrocycle(s) with the retained local conjugation of all incorporated subunits that were substantially modulated with a redox activation, opening a global delocalization involvi...

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Autores principales: Dutta, Arnab, Stawski, Wojciech, Kijewska, Monika, Pawlicki, Miłosz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8689655/
https://www.ncbi.nlm.nih.gov/pubmed/34870434
http://dx.doi.org/10.1021/acs.orglett.1c03605
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author Dutta, Arnab
Stawski, Wojciech
Kijewska, Monika
Pawlicki, Miłosz
author_facet Dutta, Arnab
Stawski, Wojciech
Kijewska, Monika
Pawlicki, Miłosz
author_sort Dutta, Arnab
collection PubMed
description [Image: see text] The 14π-electron system of anthracene has been merged with the unsaturated Z-1,2-difurylethene to form a macrocycle(s) with the retained local conjugation of all incorporated subunits that were substantially modulated with a redox activation, opening a global delocalization involving all integrated aromatics. In addition, the edge modulation of acene via the attachment of a specific isomer of the conjugated system gives steric confinements that are characteristic of small macrocycles, forcing substantially short C(H)···O electrostatic interactions that are documented spectroscopically with the support of X-ray analysis.
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spelling pubmed-86896552021-12-22 Edge Decoration of Anthracene Switches Global Diatropic Current That Controls the Acene Reactivity Dutta, Arnab Stawski, Wojciech Kijewska, Monika Pawlicki, Miłosz Org Lett [Image: see text] The 14π-electron system of anthracene has been merged with the unsaturated Z-1,2-difurylethene to form a macrocycle(s) with the retained local conjugation of all incorporated subunits that were substantially modulated with a redox activation, opening a global delocalization involving all integrated aromatics. In addition, the edge modulation of acene via the attachment of a specific isomer of the conjugated system gives steric confinements that are characteristic of small macrocycles, forcing substantially short C(H)···O electrostatic interactions that are documented spectroscopically with the support of X-ray analysis. American Chemical Society 2021-12-06 2021-12-17 /pmc/articles/PMC8689655/ /pubmed/34870434 http://dx.doi.org/10.1021/acs.orglett.1c03605 Text en © 2021 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 Dutta, Arnab
Stawski, Wojciech
Kijewska, Monika
Pawlicki, Miłosz
Edge Decoration of Anthracene Switches Global Diatropic Current That Controls the Acene Reactivity
title Edge Decoration of Anthracene Switches Global Diatropic Current That Controls the Acene Reactivity
title_full Edge Decoration of Anthracene Switches Global Diatropic Current That Controls the Acene Reactivity
title_fullStr Edge Decoration of Anthracene Switches Global Diatropic Current That Controls the Acene Reactivity
title_full_unstemmed Edge Decoration of Anthracene Switches Global Diatropic Current That Controls the Acene Reactivity
title_short Edge Decoration of Anthracene Switches Global Diatropic Current That Controls the Acene Reactivity
title_sort edge decoration of anthracene switches global diatropic current that controls the acene reactivity
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8689655/
https://www.ncbi.nlm.nih.gov/pubmed/34870434
http://dx.doi.org/10.1021/acs.orglett.1c03605
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AT kijewskamonika edgedecorationofanthraceneswitchesglobaldiatropiccurrentthatcontrolstheacenereactivity
AT pawlickimiłosz edgedecorationofanthraceneswitchesglobaldiatropiccurrentthatcontrolstheacenereactivity

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