dc.contributor.author | Casademont i Reig, Irene | |
dc.contributor.author | Guerrero Avilés, Raúl Ignacio | |
dc.contributor.author | Ramos Córdoba, Eloy | |
dc.contributor.author | Torrent Sucarrat, Miquel | |
dc.contributor.author | Matito, Eduard | |
dc.date.accessioned | 2021-10-28T08:13:53Z | |
dc.date.available | 2021-10-28T08:13:53Z | |
dc.date.issued | 2021-11-02 | |
dc.identifier.citation | Angewandte Chemie International Edition 60(45) : 24080-24088 (2021) | es_ES |
dc.identifier.issn | 1433-7851 | |
dc.identifier.issn | 1521-3773 | |
dc.identifier.uri | http://hdl.handle.net/10810/53660 | |
dc.description.abstract | Large conjugated rings with persistent currents are novel promising structures in molecular-scale electronics. A six-porphyrin nanoring structure that allegedly sustained an aromatic ring current involving 78 pi electrons was recently synthesized. We provide here compelling evidence that this molecule is not aromatic, contrary to what was inferred from the analysis of H-1-NMR data and computational calculations that suffer from large delocalization errors. The main reason behind the absence of an aromatic ring current in these nanorings is the low delocalization in the transition from the porphyrins to the bridging butadiyne linkers, which disrupts the overall conjugated circuit. These results highlight the importance of choosing a suitable computational method to study large conjugated molecules and the appropriate aromaticity descriptors to identify the part of the molecule responsible for the loss of aromaticity. | es_ES |
dc.description.sponsorship | This work has been supported by grants from the Spanish government MICINN (PGC2018-098212-B-C21, PID2019-104772GB-I00, EUR2019-103825, PID2019-105488GB-I00, and PCI2019-103657), Diputacion Foral de Gipuzkoa (2019-CIEN-000092-01), and Gobierno Vasco (IT1346-19, IT1254-19, PRE_2016_1_0159, and PIBA19-0004). E.R.C. acknowledges funding from the Juan de la Cierva program IJCI-2017-34658 | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | Wiley | es_ES |
dc.relation | info:eu-repo/grantAgreement/MICINN/PGC2018-098212-B-C21 | es_ES |
dc.relation | info:eu-repo/grantAgreement/MICINN/PID2019-104772GB-I00 | es_ES |
dc.relation | info:eu-repo/grantAgreement/MICIU/EUR2019-103825 | es_ES |
dc.relation | info:eu-repo/grantAgreement/MICINN/PID2019-105488GB-I00 | es_ES |
dc.relation | info:eu-repo/grantAgreement/MICINN/PCI2019-103657 | es_ES |
dc.relation | info:eu-repo/grantAgreement/MICIU/IJCI-2017-34658 | es_ES |
dc.rights | info:eu-repo/semantics/openAccess | es_ES |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/3.0/es/ | * |
dc.subject | aromaticity | es_ES |
dc.subject | delocalization error | es_ES |
dc.subject | nanoring | es_ES |
dc.subject | independent chemical-shifts | es_ES |
dc.subject | electron delocalization | es_ES |
dc.subject | ring | es_ES |
dc.subject | conjugation | es_ES |
dc.subject | indexes | es_ES |
dc.subject | systems | es_ES |
dc.subject | energy | es_ES |
dc.subject | NICS | es_ES |
dc.title | How Aromatic Are Molecular Nanorings? The Case of a Six-Porphyrin Nanoring** | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.rights.holder | This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY-NC-ND 4.0) | es_ES |
dc.rights.holder | Atribución-NoComercial-SinDerivadas 3.0 España | * |
dc.relation.publisherversion | https://onlinelibrary-wiley-com.ehu.idm.oclc.org/doi/10.1002/anie.202108997 | es_ES |
dc.identifier.doi | 10.1002/anie.202108997 | |
dc.departamentoes | Polímeros y Materiales Avanzados: Física, Química y Tecnología | es_ES |
dc.departamentoes | Física de materiales | es_ES |
dc.departamentoeu | Polimero eta Material Aurreratuak: Fisika, Kimika eta Teknologia | es_ES |
dc.departamentoeu | Materialen fisika | es_ES |