Proton transfer from 1,4-pentadiene to superoxide radical anion: a QTAIM analysis
<p>We studied the bis-allylic proton transfer<br />reaction from 1,4-pentadiene to superoxide<br />radical anion (O2<br />·־). Minima and<br />transition state geometries, as well as<br />thermochemical parameters were computed<br />at the B3LYP/6-311+G(3df,...
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| Format: | Article |
| Language: | English |
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Universidad Nacional de Colombia
2014-04-01
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| Series: | Revista Colombiana de Química |
| Subjects: | |
| Online Access: | http://www.revistas.unal.edu.co/index.php/rcolquim/article/view/42916 |
| _version_ | 1819140096447741952 |
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| author | Angela Rodríguez-Serrano Martha Daza Markus Doerr Jose Luis Villaveces |
| author_facet | Angela Rodríguez-Serrano Martha Daza Markus Doerr Jose Luis Villaveces |
| author_sort | Angela Rodríguez-Serrano |
| collection | DOAJ |
| description | <p>We studied the bis-allylic proton transfer<br />reaction from 1,4-pentadiene to superoxide<br />radical anion (O2<br />·־). Minima and<br />transition state geometries, as well as<br />thermochemical parameters were computed<br />at the B3LYP/6-311+G(3df,2p)<br />level of theory. The electronic wave<br />functions of reactants, intermediates,<br />and products were analyzed within the<br />framework of the Quantum Theory of<br />Atoms in Molecules. The results show<br />the formation of strongly hydrogen bonded<br />complexes between the 1,4-pentadien-<br />3-yl anion and the hydroperoxyl<br />radical as the reaction products. These<br />product complexes (PCs) are more stable<br />than the isolated reactants and much<br />more stable than the isolated products.<br />This reaction occurs via pre-reactive<br />complexes which are more stable than<br />the PCs and the transition states. This is<br />in agreement with the fact that the net<br />proton transfer reaction that leads to free<br />products is an endothermic and nonspontaneous<br />process.</p> |
| first_indexed | 2024-12-22T11:33:07Z |
| format | Article |
| id | doaj.art-34a3cbf0c36d4e488a0b0d7fc142769c |
| institution | Directory Open Access Journal |
| issn | 0120-2804 2357-3791 |
| language | English |
| last_indexed | 2024-12-22T11:33:07Z |
| publishDate | 2014-04-01 |
| publisher | Universidad Nacional de Colombia |
| record_format | Article |
| series | Revista Colombiana de Química |
| spelling | doaj.art-34a3cbf0c36d4e488a0b0d7fc142769c2022-12-21T18:27:32ZengUniversidad Nacional de ColombiaRevista Colombiana de Química0120-28042357-37912014-04-0141340943235782Proton transfer from 1,4-pentadiene to superoxide radical anion: a QTAIM analysisAngela Rodríguez-Serrano0Martha Daza1Markus Doerr2Jose Luis Villaveces3Grupo de Bioquímica Teórica, Escuela de Química, Universidad Industrial de Santander, Carrera 27, Calle 9, Bucaramanga, ColombiaGrupo de Bioquímica Teórica, Escuela de Química, Universidad Industrial de Santander, Carrera 27, Calle 9, Bucaramanga, ColombiaGrupo de Bioquímica Teórica, Escuela de Química, Universidad Industrial de Santander. Facultad de Química Ambiental, Universidad Santo TomásGrupo de Química Teórica, CEIBA, Universidad de los Andes, Carrera 1 No. 18A - 12, Bogotá, Colombia<p>We studied the bis-allylic proton transfer<br />reaction from 1,4-pentadiene to superoxide<br />radical anion (O2<br />·־). Minima and<br />transition state geometries, as well as<br />thermochemical parameters were computed<br />at the B3LYP/6-311+G(3df,2p)<br />level of theory. The electronic wave<br />functions of reactants, intermediates,<br />and products were analyzed within the<br />framework of the Quantum Theory of<br />Atoms in Molecules. The results show<br />the formation of strongly hydrogen bonded<br />complexes between the 1,4-pentadien-<br />3-yl anion and the hydroperoxyl<br />radical as the reaction products. These<br />product complexes (PCs) are more stable<br />than the isolated reactants and much<br />more stable than the isolated products.<br />This reaction occurs via pre-reactive<br />complexes which are more stable than<br />the PCs and the transition states. This is<br />in agreement with the fact that the net<br />proton transfer reaction that leads to free<br />products is an endothermic and nonspontaneous<br />process.</p>http://www.revistas.unal.edu.co/index.php/rcolquim/article/view/42916superoxide radical anion, density functional theory, QTAIM, reaction mechanism, proton transfer, 1,4-pentadiene |
| spellingShingle | Angela Rodríguez-Serrano Martha Daza Markus Doerr Jose Luis Villaveces Proton transfer from 1,4-pentadiene to superoxide radical anion: a QTAIM analysis Revista Colombiana de Química superoxide radical anion, density functional theory, QTAIM, reaction mechanism, proton transfer, 1,4-pentadiene |
| title | 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_short | 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 |
| topic | superoxide radical anion, density functional theory, QTAIM, reaction mechanism, proton transfer, 1,4-pentadiene |
| url | http://www.revistas.unal.edu.co/index.php/rcolquim/article/view/42916 |
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