RING CURRENT IN ANTHRACENE AND PHENANTHRENE: CORRECTION TO HÜCKEL PARAMETERS

Detalhes bibliográficos
Autor(a) principal: Sudarso,Yuanita P. D.
Data de Publicação: 2022
Outros Autores: Maulana,Arifin L., Soehiani,Agoes, Sutjahja,Inge M.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422022000600742
Resumo: Excessive degeneracy in the ground state of the π-electron energy levels of anthracene was removed using the Hückel method by correcting the Coulomb integral of the four central carbon atoms. A further correction to the resonance integral was proposed based on the ring-current model, which describes the π-ring current flow along the molecule’s perimeter, by introducing a new parameter for the bridge carbon atoms expressed as a fraction of the resonance energy. The solution to the Hamiltonian was obtained based on the symmetry group theory, which provides the advantage of solving the determinant matrix or secular equations in a particular irreducible representation with a relatively small matrix dimension. The results were further analyzed to determine the bond order and bond length. The values of the harmonic oscillator model of aromaticity, GEO, and EN indices of aromaticity and their ratio for the central and outer rings of benzene were used to evaluate the validity of the correction. Applying the same method to phenanthrene as a topological analog of anthracene allows for an interesting comparison of the stabilities of the two molecules.
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spelling RING CURRENT IN ANTHRACENE AND PHENANTHRENE: CORRECTION TO HÜCKEL PARAMETERSHückel methodsanthracenephenanthrenering current modelharmonic oscillator model of aromaticity.Excessive degeneracy in the ground state of the π-electron energy levels of anthracene was removed using the Hückel method by correcting the Coulomb integral of the four central carbon atoms. A further correction to the resonance integral was proposed based on the ring-current model, which describes the π-ring current flow along the molecule’s perimeter, by introducing a new parameter for the bridge carbon atoms expressed as a fraction of the resonance energy. The solution to the Hamiltonian was obtained based on the symmetry group theory, which provides the advantage of solving the determinant matrix or secular equations in a particular irreducible representation with a relatively small matrix dimension. The results were further analyzed to determine the bond order and bond length. The values of the harmonic oscillator model of aromaticity, GEO, and EN indices of aromaticity and their ratio for the central and outer rings of benzene were used to evaluate the validity of the correction. Applying the same method to phenanthrene as a topological analog of anthracene allows for an interesting comparison of the stabilities of the two molecules.Sociedade Brasileira de Química2022-06-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422022000600742Química Nova v.45 n.6 2022reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0100-4042.20170871info:eu-repo/semantics/openAccessSudarso,Yuanita P. D.Maulana,Arifin L.Soehiani,AgoesSutjahja,Inge M.eng2022-08-26T00:00:00Zoai:scielo:S0100-40422022000600742Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2022-08-26T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv RING CURRENT IN ANTHRACENE AND PHENANTHRENE: CORRECTION TO HÜCKEL PARAMETERS
title RING CURRENT IN ANTHRACENE AND PHENANTHRENE: CORRECTION TO HÜCKEL PARAMETERS
spellingShingle RING CURRENT IN ANTHRACENE AND PHENANTHRENE: CORRECTION TO HÜCKEL PARAMETERS
Sudarso,Yuanita P. D.
Hückel methods
anthracene
phenanthrene
ring current model
harmonic oscillator model of aromaticity.
title_short RING CURRENT IN ANTHRACENE AND PHENANTHRENE: CORRECTION TO HÜCKEL PARAMETERS
title_full RING CURRENT IN ANTHRACENE AND PHENANTHRENE: CORRECTION TO HÜCKEL PARAMETERS
title_fullStr RING CURRENT IN ANTHRACENE AND PHENANTHRENE: CORRECTION TO HÜCKEL PARAMETERS
title_full_unstemmed RING CURRENT IN ANTHRACENE AND PHENANTHRENE: CORRECTION TO HÜCKEL PARAMETERS
title_sort RING CURRENT IN ANTHRACENE AND PHENANTHRENE: CORRECTION TO HÜCKEL PARAMETERS
author Sudarso,Yuanita P. D.
author_facet Sudarso,Yuanita P. D.
Maulana,Arifin L.
Soehiani,Agoes
Sutjahja,Inge M.
author_role author
author2 Maulana,Arifin L.
Soehiani,Agoes
Sutjahja,Inge M.
author2_role author
author
author
dc.contributor.author.fl_str_mv Sudarso,Yuanita P. D.
Maulana,Arifin L.
Soehiani,Agoes
Sutjahja,Inge M.
dc.subject.por.fl_str_mv Hückel methods
anthracene
phenanthrene
ring current model
harmonic oscillator model of aromaticity.
topic Hückel methods
anthracene
phenanthrene
ring current model
harmonic oscillator model of aromaticity.
description Excessive degeneracy in the ground state of the π-electron energy levels of anthracene was removed using the Hückel method by correcting the Coulomb integral of the four central carbon atoms. A further correction to the resonance integral was proposed based on the ring-current model, which describes the π-ring current flow along the molecule’s perimeter, by introducing a new parameter for the bridge carbon atoms expressed as a fraction of the resonance energy. The solution to the Hamiltonian was obtained based on the symmetry group theory, which provides the advantage of solving the determinant matrix or secular equations in a particular irreducible representation with a relatively small matrix dimension. The results were further analyzed to determine the bond order and bond length. The values of the harmonic oscillator model of aromaticity, GEO, and EN indices of aromaticity and their ratio for the central and outer rings of benzene were used to evaluate the validity of the correction. Applying the same method to phenanthrene as a topological analog of anthracene allows for an interesting comparison of the stabilities of the two molecules.
publishDate 2022
dc.date.none.fl_str_mv 2022-06-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422022000600742
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422022000600742
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0100-4042.20170871
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Química Nova v.45 n.6 2022
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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