{ "dc.contributor.author": "Poater i Teixidor, Jordi" , "dc.contributor.author": "Duran i Portas, Miquel" , "dc.contributor.author": "Solà i Puig, Miquel" , "dc.date.accessioned": "2018-12-20T10:50:18Z" , "dc.date.available": "2018-12-20T10:50:18Z" , "dc.date.issued": "2018-11-20" , "dc.identifier.issn": "2296-2646" , "dc.identifier.uri": "http://hdl.handle.net/10256/16166" , "dc.description.abstract": "It is well-known that kinked phenacenes are more stable than their isomeric linear acenes, the archetypal example being phenanthrene that is more stable than anthracene by about 4-8 kcal/mol. In previous studies, the origin of the higher stability of kinked polycyclic aromatic hydrocarbons (PAHs) was found to be better π-bonding interactions, i.e., larger aromaticity, in kinked as compared to linear PAHs. Some years ago, however, Dominikowska and Palusiak (Phys. Chem. Chem. Phys. 2011, 13, 11976) found that dicationic linear anthracene is more stable than the dicationic kinked phenanthrene. Therefore, these authors showed that, in some cases, the linear topology in PAHs can be preferred over the kinked one. Our results using energy decomposition analyses in combination with the turn-upside-down approach show that the origin of the higher stability of dicationic anthracene is the same as in the neutral species, i.e. better π-bonding interactions. A similar result is found for the kinked and straight pyrano-chromenes. We conclude that the aromaticity is the driving force that determines the relative stability of kinked vs. straight topologies in PAHs" , "dc.description.sponsorship": "This work has been supported by the Ministerio de Economía y Competitividad (MINECO) of Spain (Projects CTQ2017-85341-P, CTQ2016-77558-R, and MDM-2017-0767) and the Generalitat de Catalunya (project 2017SGR39, Xarxa de Referència en Química Teòrica i Computacional, and ICREA Academia 2014 prize for MS). The EU under the FEDER grant UNGI10-4E-801 (European Fund for Regional Development) has also funded this research" , "dc.format.mimetype": "application/pdf" , "dc.language.iso": "eng" , "dc.publisher": "Frontiers Media" , "dc.relation": "MINECO/PE 2013-2016/CTQ2017-85341-P" , "dc.relation.isformatof": "Reproducció digital del document publicat a: https://doi.org/10.3389/fchem.2018.00561" , "dc.relation.ispartof": "Frontiers In Chemistry, 2018, vol. 6, art. 561" , "dc.relation.ispartofseries": "Articles publicats (D-Q)" , "dc.rights": "Reconeixement 4.0 Internacional" , "dc.rights.uri": "http://creativecommons.org/licenses/by/4.0" , "dc.source": "Poater i Teixidor, Jordi Duran i Portas, Miquel Solà i Puig, Miquel 2018 Aromaticity determines the relative stability of kinked vs. straight topologies in polycyclic aromatic hydrocarbons Frontiers In Chemistry 6 Art. 561" , "dc.subject": "Aromaticitat (Química)" , "dc.subject": "Aromaticity (Chemistry)" , "dc.subject": "Funcional de densitat, Teoria del" , "dc.subject": "Density functionals" , "dc.title": "Aromaticity determines the relative stability of kinked vs. straight topologies in polycyclic aromatic hydrocarbons" , "dc.type": "info:eu-repo/semantics/article" , "dc.rights.accessRights": "info:eu-repo/semantics/openAccess" , "dc.type.version": "info:eu-repo/semantics/publishedVersion" , "dc.identifier.doi": "https://doi.org/10.3389/fchem.2018.00561" , "dc.identifier.idgrec": "029166" , "dc.contributor.funder": "Ministerio de Economía y Competitividad (Espanya)" , "dc.type.peerreviewed": "peer-reviewed" }