Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbons

The doubly oxidized hexaiodobenzene [C6I6]2+ is a well-known example of a double aromatic molecule, exhibiting both π- and σ-aromaticity. In this study, a series of periodo-monocyclic molecules and their doubly oxidized forms were systematically investigated to explore the origin of their double aro...

Descripción completa

Detalles Bibliográficos
Autores: Đorđević, Slađana, Poater i Teixidor, Jordi, Solà i Puig, Miquel, Radenković, Slavko
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2025
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:10256/26900
Acceso en línea:http://hdl.handle.net/10256/26900
Access Level:acceso abierto
Palabra clave:Aromaticitat (Química)
Aromaticity (Chemistry)
Orbitals moleculars
Molecular orbitals
id ES_dd86acf2fd792fffae2d4c46d09f4eea
oai_identifier_str oai:recercat.cat:10256/26900
network_acronym_str ES
network_name_str España
repository_id_str
spelling Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbonsĐorđević, SlađanaPoater i Teixidor, JordiSolà i Puig, MiquelRadenković, SlavkoAromaticitat (Química)Aromaticity (Chemistry)Orbitals molecularsMolecular orbitalsThe doubly oxidized hexaiodobenzene [C6I6]2+ is a well-known example of a double aromatic molecule, exhibiting both π- and σ-aromaticity. In this study, a series of periodo-monocyclic molecules and their doubly oxidized forms were systematically investigated to explore the origin of their double aromaticity. These molecules were employed to provide insights into how the size and aromaticity of the central carbon atom ring influence the aromaticity of the resulting doubly oxidized structures. The knowledge gained in this study was subsequently applied to model periodo-derivatives of polycyclic (anti)aromatic hydrocarbons in which oxidation can induce additional σ-electron cyclic delocalization along the macrocyclic iodine ring, thus also achieving their double aromaticityS. R. and S. Đ. would like to dedicate this paper to students and teachers who stood against corruption and the collapse of the educational system in Serbia during the 2024–2025 academic year. S. Đ. and S. R. thank the Serbian Ministry of Science, Technological Development, and Innovation (Agreement No. 451-03-137/2025-03/200122). J. P. and M. S. thank the Spanish Ministerio de Ciencia, Innovación y Universidades (MCIN/AEI/10.13039/501100011033, projects: PID2023-147424NB-I00, PID2022-138861NB-I00, and CEX2021-001202-M) and the Generalitat de Catalunya (projects: 2021SGR442 and 2021SGR623 and ICREA Academia 2024 Prize to M. S.)Royal Society of Chemistry (RSC)Agencia Estatal de Investigación2025info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionpeer-reviewed14 p.application/pdfhttp://hdl.handle.net/10256/26900http://hdl.handle.net/10256/26900Chemical Science, 2025, vol. 16, núm. 22, p. 9920-9933Articles publicats (D-Q)&#272or&#273evi&#263, Sla&#273ana Poater i Teixidor, Jordi Solà i Puig, Miquel Radenkovi&#263, Slavko 2025 Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbons Chemical Science 16 22 9920 9933reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)Inglésinfo:eu-repo/semantics/altIdentifier/doi/10.1039/D4SC08696Ainfo:eu-repo/semantics/altIdentifier/issn/2041-6520info:eu-repo/semantics/altIdentifier/eissn/2041-6539PID2023-147424NB-I00info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-147424NB-I00Reconeixement-NoComercial 4.0 Internacionalhttp://creativecommons.org/licenses/by-nc/4.0info:eu-repo/semantics/openAccessoai:recercat.cat:10256/269002026-05-29T05:05:01Z
dc.title.none.fl_str_mv Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbons
title Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbons
spellingShingle Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbons
Đorđević, Slađana
Aromaticitat (Química)
Aromaticity (Chemistry)
Orbitals moleculars
Molecular orbitals
title_short Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbons
title_full Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbons
title_fullStr Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbons
title_full_unstemmed Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbons
title_sort Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbons
dc.creator.none.fl_str_mv Đorđević, Slađana
Poater i Teixidor, Jordi
Solà i Puig, Miquel
Radenković, Slavko
author Đorđević, Slađana
author_facet Đorđević, Slađana
Poater i Teixidor, Jordi
Solà i Puig, Miquel
Radenković, Slavko
author_role author
author2 Poater i Teixidor, Jordi
Solà i Puig, Miquel
Radenković, Slavko
author2_role author
author
author
dc.contributor.none.fl_str_mv Agencia Estatal de Investigación
dc.subject.none.fl_str_mv Aromaticitat (Química)
Aromaticity (Chemistry)
Orbitals moleculars
Molecular orbitals
topic Aromaticitat (Química)
Aromaticity (Chemistry)
Orbitals moleculars
Molecular orbitals
description The doubly oxidized hexaiodobenzene [C6I6]2+ is a well-known example of a double aromatic molecule, exhibiting both π- and σ-aromaticity. In this study, a series of periodo-monocyclic molecules and their doubly oxidized forms were systematically investigated to explore the origin of their double aromaticity. These molecules were employed to provide insights into how the size and aromaticity of the central carbon atom ring influence the aromaticity of the resulting doubly oxidized structures. The knowledge gained in this study was subsequently applied to model periodo-derivatives of polycyclic (anti)aromatic hydrocarbons in which oxidation can induce additional σ-electron cyclic delocalization along the macrocyclic iodine ring, thus also achieving their double aromaticity
publishDate 2025
dc.date.none.fl_str_mv 2025
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
peer-reviewed
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10256/26900
http://hdl.handle.net/10256/26900
url http://hdl.handle.net/10256/26900
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1039/D4SC08696A
info:eu-repo/semantics/altIdentifier/issn/2041-6520
info:eu-repo/semantics/altIdentifier/eissn/2041-6539
PID2023-147424NB-I00
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-147424NB-I00
dc.rights.none.fl_str_mv Reconeixement-NoComercial 4.0 Internacional
http://creativecommons.org/licenses/by-nc/4.0
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Reconeixement-NoComercial 4.0 Internacional
http://creativecommons.org/licenses/by-nc/4.0
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 14 p.
application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry (RSC)
publisher.none.fl_str_mv Royal Society of Chemistry (RSC)
dc.source.none.fl_str_mv Chemical Science, 2025, vol. 16, núm. 22, p. 9920-9933
Articles publicats (D-Q)
&#272or&#273evi&#263, Sla&#273ana Poater i Teixidor, Jordi Solà i Puig, Miquel Radenkovi&#263, Slavko 2025 Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbons Chemical Science 16 22 9920 9933
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869421868036915200
score 15.81155

Similares en LA Referencia