DFT analysis of intermolecular and intramolecular double proton transfer during the condensation process of 4-pyridinecarboxaldehyde with isomers of aminobenzoic acid
To understand in detail the double proton transfer in the condensation reaction of 4-pyridinecarboxaldehyde with isomers of aminobenzoic acid (in the gas phase and in solvent), the dynamic mechanism was studied using the DFT method implemented in the GAUSSIAN 09 program and the 6-31G basis set. All...
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"Ion Creanga" State Pedagogical University
2024-10-01
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| Series: | Acta et Commentationes: Ştiinţe Exacte şi ale Naturii |
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| Online Access: | https://revistaust.upsc.md/index.php/acta_exacte/article/view/1017 |
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| author | Ion Arsene Viorica Purcel |
| author_facet | Ion Arsene Viorica Purcel |
| author_sort | Ion Arsene |
| collection | DOAJ |
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To understand in detail the double proton transfer in the condensation reaction of 4-pyridinecarboxaldehyde with isomers of aminobenzoic acid (in the gas phase and in solvent), the dynamic mechanism was studied using the DFT method implemented in the GAUSSIAN 09 program and the 6-31G basis set. All condensation processes described in this study proceed in two stages: the first stage involves the interaction of the reactants and the methanol-mediated proton transfer from the amine group to the aldehyde group, forming an intermediate compound; the second stage is identified by the intramolecular donation of the second proton from the (-NH) group to the hydroxyl oxygen, forming highly stable Schiff base products with the elimination of water and methanol molecules. From the perspective of activation energy, it is observed that the solvent has a positive influence on intermolecular transfer, which is not the case for intramolecular transfer. Additionally, the solvent positively contributes to the energetic stability of the final reaction products.
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| format | Article |
| id | doaj-art-b711e788b4e143c89b7e415a1c06cfa5 |
| institution | Kabale University |
| issn | 2537-6284 2587-3644 |
| language | English |
| publishDate | 2024-10-01 |
| publisher | "Ion Creanga" State Pedagogical University |
| record_format | Article |
| series | Acta et Commentationes: Ştiinţe Exacte şi ale Naturii |
| spelling | doaj-art-b711e788b4e143c89b7e415a1c06cfa52024-12-22T19:26:01Zeng"Ion Creanga" State Pedagogical UniversityActa et Commentationes: Ştiinţe Exacte şi ale Naturii2537-62842587-36442024-10-0117110.36120/2587-3644.v17i1.102-1141017DFT analysis of intermolecular and intramolecular double proton transfer during the condensation process of 4-pyridinecarboxaldehyde with isomers of aminobenzoic acidIon Arsene0Viorica Purcel1“Ion Creangă” State Pedagogical University of Chisinau\\ Institute of Chemistry, Chișinău, Republic of Moldova“Ion Creangă” State Pedagogical University of Chisinau To understand in detail the double proton transfer in the condensation reaction of 4-pyridinecarboxaldehyde with isomers of aminobenzoic acid (in the gas phase and in solvent), the dynamic mechanism was studied using the DFT method implemented in the GAUSSIAN 09 program and the 6-31G basis set. All condensation processes described in this study proceed in two stages: the first stage involves the interaction of the reactants and the methanol-mediated proton transfer from the amine group to the aldehyde group, forming an intermediate compound; the second stage is identified by the intramolecular donation of the second proton from the (-NH) group to the hydroxyl oxygen, forming highly stable Schiff base products with the elimination of water and methanol molecules. From the perspective of activation energy, it is observed that the solvent has a positive influence on intermolecular transfer, which is not the case for intramolecular transfer. Additionally, the solvent positively contributes to the energetic stability of the final reaction products. https://revistaust.upsc.md/index.php/acta_exacte/article/view/1017DFT studydouble proton transferactivation energyenergetic stability |
| spellingShingle | Ion Arsene Viorica Purcel DFT analysis of intermolecular and intramolecular double proton transfer during the condensation process of 4-pyridinecarboxaldehyde with isomers of aminobenzoic acid Acta et Commentationes: Ştiinţe Exacte şi ale Naturii DFT study double proton transfer activation energy energetic stability |
| title | DFT analysis of intermolecular and intramolecular double proton transfer during the condensation process of 4-pyridinecarboxaldehyde with isomers of aminobenzoic acid |
| title_full | DFT analysis of intermolecular and intramolecular double proton transfer during the condensation process of 4-pyridinecarboxaldehyde with isomers of aminobenzoic acid |
| title_fullStr | DFT analysis of intermolecular and intramolecular double proton transfer during the condensation process of 4-pyridinecarboxaldehyde with isomers of aminobenzoic acid |
| title_full_unstemmed | DFT analysis of intermolecular and intramolecular double proton transfer during the condensation process of 4-pyridinecarboxaldehyde with isomers of aminobenzoic acid |
| title_short | DFT analysis of intermolecular and intramolecular double proton transfer during the condensation process of 4-pyridinecarboxaldehyde with isomers of aminobenzoic acid |
| title_sort | dft analysis of intermolecular and intramolecular double proton transfer during the condensation process of 4 pyridinecarboxaldehyde with isomers of aminobenzoic acid |
| topic | DFT study double proton transfer activation energy energetic stability |
| url | https://revistaust.upsc.md/index.php/acta_exacte/article/view/1017 |
| work_keys_str_mv | AT ionarsene dftanalysisofintermolecularandintramoleculardoubleprotontransferduringthecondensationprocessof4pyridinecarboxaldehydewithisomersofaminobenzoicacid AT vioricapurcel dftanalysisofintermolecularandintramoleculardoubleprotontransferduringthecondensationprocessof4pyridinecarboxaldehydewithisomersofaminobenzoicacid |