Proton transfer from 1,4-pentadiene to superoxide radical anion: a qtaim analysis

We studied the bis-allylic proton transferreaction from 1,4-pentadiene to superoxideradical anion (O2·־). Minima andtransition state geometries, as well asthermochemical parameters were computedat the B3LYP/6-311+G(3df,2p)level of theory. The electronic wavefunctions of reactants, intermediates,and...

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Autores:
Rodríguez-Serrano, Angela
Daza, Martha
Doerr, Markus
Villaveces, Jose Luis
Tipo de recurso:
Article of journal
Fecha de publicación:
2012
Institución:
Universidad Nacional de Colombia
Repositorio:
Universidad Nacional de Colombia
Idioma:
spa
OAI Identifier:
oai:repositorio.unal.edu.co:unal/74503
Acceso en línea:
https://repositorio.unal.edu.co/handle/unal/74503
http://bdigital.unal.edu.co/38980/
Palabra clave:
superoxide radical anion
density functional theory
QTAIM
reaction mechanism
proton transfer
1
4-pentadiene
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openAccess
License
Atribución-NoComercial 4.0 Internacional
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spelling Atribución-NoComercial 4.0 InternacionalDerechos reservados - Universidad Nacional de Colombiahttp://creativecommons.org/licenses/by-nc/4.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Rodríguez-Serrano, Angelaca240480-e971-4f4d-b6e2-2761e45aaa63300Daza, Martha1b3476b2-0122-4cb5-92f1-275d9c77c497300Doerr, Markusec6fa543-e809-4869-8006-39b6e4856dc8300Villaveces, Jose Luis1bafd561-a1a9-48a8-ad9e-e36732a693793002019-07-03T17:58:24Z2019-07-03T17:58:24Z2012https://repositorio.unal.edu.co/handle/unal/74503http://bdigital.unal.edu.co/38980/We studied the bis-allylic proton transferreaction from 1,4-pentadiene to superoxideradical anion (O2·־). Minima andtransition state geometries, as well asthermochemical parameters were computedat the B3LYP/6-311+G(3df,2p)level of theory. The electronic wavefunctions of reactants, intermediates,and products were analyzed within theframework of the Quantum Theory ofAtoms in Molecules. The results showthe formation of strongly hydrogen bondedcomplexes between the 1,4-pentadien-3-yl anion and the hydroperoxylradical as the reaction products. Theseproduct complexes (PCs) are more stablethan the isolated reactants and muchmore stable than the isolated products.This reaction occurs via pre-reactivecomplexes which are more stable thanthe PCs and the transition states. This isin agreement with the fact that the netproton transfer reaction that leads to freeproducts is an endothermic and nonspontaneousprocess.application/pdfspaUniversidad Nacional de Colombiahttp://revistas.unal.edu.co/index.php/rcolquim/article/view/42916Universidad Nacional de Colombia Revistas electrónicas UN Revista Colombiana de QuímicaRevista Colombiana de QuímicaRevista Colombiana de Química; Vol. 41, núm. 3 (2012); 409-432 0120-2804Rodríguez-Serrano, Angela and Daza, Martha and Doerr, Markus and Villaveces, Jose Luis (2012) Proton transfer from 1,4-pentadiene to superoxide radical anion: a qtaim analysis. Revista Colombiana de Química; Vol. 41, núm. 3 (2012); 409-432 0120-2804 .Proton transfer from 1,4-pentadiene to superoxide radical anion: a qtaim analysisArtículo de revistainfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501http://purl.org/coar/resource_type/c_2df8fbb1http://purl.org/coar/version/c_970fb48d4fbd8a85Texthttp://purl.org/redcol/resource_type/ARTsuperoxide radical aniondensity functional theoryQTAIMreaction mechanismproton transfer14-pentadieneORIGINAL42916-198671-1-PB.pdfapplication/pdf574086https://repositorio.unal.edu.co/bitstream/unal/74503/1/42916-198671-1-PB.pdf8ab19a744412dbcd8dd3ebfe3c217ff5MD51THUMBNAIL42916-198671-1-PB.pdf.jpg42916-198671-1-PB.pdf.jpgGenerated Thumbnailimage/jpeg6666https://repositorio.unal.edu.co/bitstream/unal/74503/2/42916-198671-1-PB.pdf.jpge29331a2fe281da7ceeb0c840abf2c57MD52unal/74503oai:repositorio.unal.edu.co:unal/745032023-07-03 23:03:49.798Repositorio Institucional Universidad Nacional de Colombiarepositorio_nal@unal.edu.co
dc.title.spa.fl_str_mv Proton transfer from 1,4-pentadiene to superoxide radical anion: a qtaim analysis
title Proton transfer from 1,4-pentadiene to superoxide radical anion: a qtaim analysis
spellingShingle Proton transfer from 1,4-pentadiene to superoxide radical anion: a qtaim analysis
superoxide radical anion
density functional theory
QTAIM
reaction mechanism
proton transfer
1
4-pentadiene
title_short Proton transfer from 1,4-pentadiene to superoxide radical anion: a qtaim analysis
title_full Proton transfer from 1,4-pentadiene to superoxide radical anion: a qtaim analysis
title_fullStr Proton transfer from 1,4-pentadiene to superoxide radical anion: a qtaim analysis
title_full_unstemmed Proton transfer from 1,4-pentadiene to superoxide radical anion: a qtaim analysis
title_sort Proton transfer from 1,4-pentadiene to superoxide radical anion: a qtaim analysis
dc.creator.fl_str_mv Rodríguez-Serrano, Angela
Daza, Martha
Doerr, Markus
Villaveces, Jose Luis
dc.contributor.author.spa.fl_str_mv Rodríguez-Serrano, Angela
Daza, Martha
Doerr, Markus
Villaveces, Jose Luis
dc.subject.proposal.spa.fl_str_mv superoxide radical anion
density functional theory
QTAIM
reaction mechanism
proton transfer
1
4-pentadiene
topic superoxide radical anion
density functional theory
QTAIM
reaction mechanism
proton transfer
1
4-pentadiene
description We studied the bis-allylic proton transferreaction from 1,4-pentadiene to superoxideradical anion (O2·־). Minima andtransition state geometries, as well asthermochemical parameters were computedat the B3LYP/6-311+G(3df,2p)level of theory. The electronic wavefunctions of reactants, intermediates,and products were analyzed within theframework of the Quantum Theory ofAtoms in Molecules. The results showthe formation of strongly hydrogen bondedcomplexes between the 1,4-pentadien-3-yl anion and the hydroperoxylradical as the reaction products. Theseproduct complexes (PCs) are more stablethan the isolated reactants and muchmore stable than the isolated products.This reaction occurs via pre-reactivecomplexes which are more stable thanthe PCs and the transition states. This isin agreement with the fact that the netproton transfer reaction that leads to freeproducts is an endothermic and nonspontaneousprocess.
publishDate 2012
dc.date.issued.spa.fl_str_mv 2012
dc.date.accessioned.spa.fl_str_mv 2019-07-03T17:58:24Z
dc.date.available.spa.fl_str_mv 2019-07-03T17:58:24Z
dc.type.spa.fl_str_mv Artículo de revista
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url https://repositorio.unal.edu.co/handle/unal/74503
http://bdigital.unal.edu.co/38980/
dc.language.iso.spa.fl_str_mv spa
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dc.relation.spa.fl_str_mv http://revistas.unal.edu.co/index.php/rcolquim/article/view/42916
dc.relation.ispartof.spa.fl_str_mv Universidad Nacional de Colombia Revistas electrónicas UN Revista Colombiana de Química
Revista Colombiana de Química
dc.relation.ispartofseries.none.fl_str_mv Revista Colombiana de Química; Vol. 41, núm. 3 (2012); 409-432 0120-2804
dc.relation.references.spa.fl_str_mv Rodríguez-Serrano, Angela and Daza, Martha and Doerr, Markus and Villaveces, Jose Luis (2012) Proton transfer from 1,4-pentadiene to superoxide radical anion: a qtaim analysis. Revista Colombiana de Química; Vol. 41, núm. 3 (2012); 409-432 0120-2804 .
dc.rights.spa.fl_str_mv Derechos reservados - Universidad Nacional de Colombia
dc.rights.coar.fl_str_mv http://purl.org/coar/access_right/c_abf2
dc.rights.license.spa.fl_str_mv Atribución-NoComercial 4.0 Internacional
dc.rights.uri.spa.fl_str_mv http://creativecommons.org/licenses/by-nc/4.0/
dc.rights.accessrights.spa.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv Atribución-NoComercial 4.0 Internacional
Derechos reservados - Universidad Nacional de Colombia
http://creativecommons.org/licenses/by-nc/4.0/
http://purl.org/coar/access_right/c_abf2
eu_rights_str_mv openAccess
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dc.publisher.spa.fl_str_mv Universidad Nacional de Colombia
institution Universidad Nacional de Colombia
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