Theoretical Study of Diels-Alder Reaction of But-3-en-2-one with Hexa-1,2,4-triene: A Density Functional Theory Study
The Diels-Alder reaction between but-3-en-2-one with hexa-1,2,4-triene was studied using density functional theory method at B3LYP-D3/6-311++G(d,p) level of theory. The geometries of the transition states were determined. Moreover, calculations of the vibrational frequencies permitted computation of...
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| Format: | Article |
| Language: | English |
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Koya University
2020-06-01
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| Series: | ARO-The Scientific Journal of Koya University |
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| Online Access: | https://aro.koyauniversity.org/index.php/aro/article/view/632 |
| _version_ | 1797762613339226112 |
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| author | Rezan J. Hassan Hassan H. Abdallah |
| author_facet | Rezan J. Hassan Hassan H. Abdallah |
| author_sort | Rezan J. Hassan |
| collection | DOAJ |
| description | The Diels-Alder reaction between but-3-en-2-one with hexa-1,2,4-triene was studied using density functional theory method at B3LYP-D3/6-311++G(d,p) level of theory. The geometries of the transition states were determined. Moreover, calculations of the vibrational frequencies permitted computation of the activation enthalpies and entropies. The computational results show that the cycloadducts from trans conformer have the lower relative energies (−46.48 and −47.50 kcal/mol) as compared to the cis conformer of cycloadducts (−44.45 and −45.87 kcal/mol). The global reactivity indices were analyzed at the ground state of reactants to predict the reactivity of the studied organic molecules in the cycloaddition reactions. The electronic chemical potential of hexa-1,2,4-trien found to be than but-3-en-2-one, which indicates that the net charge transfer will be from hexa-1,2,4-trien toward the electron-deficient but-3-en-2-one reactant. |
| first_indexed | 2024-03-12T19:30:54Z |
| format | Article |
| id | doaj.art-bd22b66d44b44d57bde5bba4b5bc8f2a |
| institution | Directory Open Access Journal |
| issn | 2410-9355 2307-549X |
| language | English |
| last_indexed | 2024-03-12T19:30:54Z |
| publishDate | 2020-06-01 |
| publisher | Koya University |
| record_format | Article |
| series | ARO-The Scientific Journal of Koya University |
| spelling | doaj.art-bd22b66d44b44d57bde5bba4b5bc8f2a2023-08-02T04:35:41ZengKoya UniversityARO-The Scientific Journal of Koya University2410-93552307-549X2020-06-018110.14500/aro.10632Theoretical Study of Diels-Alder Reaction of But-3-en-2-one with Hexa-1,2,4-triene: A Density Functional Theory StudyRezan J. Hassan0Hassan H. Abdallah1(1) Department of Chemistry, College of Education, Salahaddin University-Erbil, Erbil 44001, Kurdistan Region. (2) Department of Chemistry, College of Science, Salahaddin University-Erbil, Erbil 44001, Kurdistan RegionDepartment of Chemistry, College of Education, Salahaddin University-Erbil, Erbil 44001, Kurdistan RegionThe Diels-Alder reaction between but-3-en-2-one with hexa-1,2,4-triene was studied using density functional theory method at B3LYP-D3/6-311++G(d,p) level of theory. The geometries of the transition states were determined. Moreover, calculations of the vibrational frequencies permitted computation of the activation enthalpies and entropies. The computational results show that the cycloadducts from trans conformer have the lower relative energies (−46.48 and −47.50 kcal/mol) as compared to the cis conformer of cycloadducts (−44.45 and −45.87 kcal/mol). The global reactivity indices were analyzed at the ground state of reactants to predict the reactivity of the studied organic molecules in the cycloaddition reactions. The electronic chemical potential of hexa-1,2,4-trien found to be than but-3-en-2-one, which indicates that the net charge transfer will be from hexa-1,2,4-trien toward the electron-deficient but-3-en-2-one reactant.https://aro.koyauniversity.org/index.php/aro/article/view/632Cycloadditiondensity functional theory calculationDiels-Alder reactionmechanism |
| spellingShingle | Rezan J. Hassan Hassan H. Abdallah Theoretical Study of Diels-Alder Reaction of But-3-en-2-one with Hexa-1,2,4-triene: A Density Functional Theory Study ARO-The Scientific Journal of Koya University Cycloaddition density functional theory calculation Diels-Alder reaction mechanism |
| title | Theoretical Study of Diels-Alder Reaction of But-3-en-2-one with Hexa-1,2,4-triene: A Density Functional Theory Study |
| title_full | Theoretical Study of Diels-Alder Reaction of But-3-en-2-one with Hexa-1,2,4-triene: A Density Functional Theory Study |
| title_fullStr | Theoretical Study of Diels-Alder Reaction of But-3-en-2-one with Hexa-1,2,4-triene: A Density Functional Theory Study |
| title_full_unstemmed | Theoretical Study of Diels-Alder Reaction of But-3-en-2-one with Hexa-1,2,4-triene: A Density Functional Theory Study |
| title_short | Theoretical Study of Diels-Alder Reaction of But-3-en-2-one with Hexa-1,2,4-triene: A Density Functional Theory Study |
| title_sort | theoretical study of diels alder reaction of but 3 en 2 one with hexa 1 2 4 triene a density functional theory study |
| topic | Cycloaddition density functional theory calculation Diels-Alder reaction mechanism |
| url | https://aro.koyauniversity.org/index.php/aro/article/view/632 |
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