Peculiarities of the Spatial and Electronic Structure of 2-Aryl-1,2,3-Triazol-5-Carboxylic Acids and Their Salts on the Basis of Spectral Studies and DFT Calculations
Электронный научный архив УРФУ
Информация об архиве | Просмотр оригинала| Поле | Значение | |
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Peculiarities of the Spatial and Electronic Structure of 2-Aryl-1,2,3-Triazol-5-Carboxylic Acids and Their Salts on the Basis of Spectral Studies and DFT Calculations
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| Автор |
Alcolea, Palafox, M.
Belskaya, N. P. Kostova, I. P. |
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| Тематика |
1,2,3-TRIAZOLES
ANTICANCER DRUGS DESIGN DIMER CALCULATION SCALING VIBRATIONAL ANALYSIS ANTINEOPLASTIC AGENT DIMER MONOMER TRIAZOLE TRIAZOLE DERIVATIVE CARBOXYLIC ACID POLYMER SODIUM CHLORIDE TRIAZOLE DERIVATIVE ANTINEOPLASTIC ACTIVITY ARTICLE BIOLOGICAL ACTIVITY CALCULATION CHEMICAL STRUCTURE CONFORMATION CONTROLLED STUDY DENSITY FUNCTIONAL THEORY GEOMETRY HYDROGEN BOND MECHANICAL TORSION MICROENVIRONMENT NUCLEAR MAGNETIC RESONANCE SOLID STATE SUBSTITUTION REACTION X RAY ANALYSIS CARBOXYLIC ACIDS DENSITY FUNCTIONAL THEORY ELECTRONICS POLYMERS SALTS TRIAZOLES |
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| Описание |
The molecular structure and vibrational spectra of six 1,2,3-triazoles-containing molecules with possible anticancer activity were investigated. For two of them, the optimized geometry was determined in the monomer, cyclic dimer and stacking forms using the B3LYP, M06-2X and MP2 methods implemented in the GAUSSIAN-16 program package. The effect of the para-substitution on the aryl ring was evaluated based on changes in the molecular structure and atomic charge distribution of the triazole ring. An increment in the positive N4 charge was linearly related to a decrease in both the aryl ring and the carboxylic group rotation, with respect to the triazole ring, and by contrast, to an increment in the pyrrolidine ring rotation. Anionic formation had a larger effect on the triazole ring structure than the electronic nature of the different substituents on the aryl ring. Several relationships were obtained that could facilitate the selection of substituents on the triazole ring for their further synthesis. The observed IR and Raman bands in the solid state of two of these compounds were accurately assigned according to monomer and dimer form calculations, together with the polynomic scaling equation procedure (PSE). The large red-shift of the C=O stretching mode indicates that strong H-bonds in the dimer form appear in the solid state through this group. © 2023 by the authors.
BG-RRP-2.004-0004-C01; Russian Science Foundation, RSF: 20-13-00089 This work was financially supported by the European Union-Next Generation EU, through the National Recovery and Resilience Plan of the Republic of Bulgaria (BG-RRP-2.004-0004-C01), and by the Russian Science Foundation (project 20-13-00089). |
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| Дата |
2024-04-05T16:32:56Z
2024-04-05T16:32:56Z 2023 |
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| Тип |
Article
Journal article (info:eu-repo/semantics/article) |info:eu-repo/semantics/publishedVersion |
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| Идентификатор |
Palafox, MA, Belskaya, N & Kostova, I 2023, 'Peculiarities of the Spatial and Electronic Structure of 2-Aryl-1,2,3-Triazol-5-Carboxylic Acids and Their Salts on the Basis of Spectral Studies and DFT Calculations', International Journal of Molecular Sciences, Том. 24, № 18, 14001. https://doi.org/10.3390/ijms241814001
Palafox, M. A., Belskaya, N., & Kostova, I. (2023). Peculiarities of the Spatial and Electronic Structure of 2-Aryl-1,2,3-Triazol-5-Carboxylic Acids and Their Salts on the Basis of Spectral Studies and DFT Calculations. International Journal of Molecular Sciences, 24(18), [14001]. https://doi.org/10.3390/ijms241814001 1661-6596 Final All Open Access, Gold https://www.scopus.com/inward/record.uri?eid=2-s2.0-85172022877&doi=10.3390%2fijms241814001&partnerID=40&md5=4f44ef16922cce5d0fe566c45b2ab4cf https://www.mdpi.com/1422-0067/24/18/14001/pdf?version=1694517851 http://elar.urfu.ru/handle/10995/130795 10.3390/ijms241814001 85172022877 001119235600001 |
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| Язык |
en
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| Связанные ресурсы |
info:eu-repo/grantAgreement/RSF//20-13-00089
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| Права |
Open access (info:eu-repo/semantics/openAccess)
cc-by https://creativecommons.org/licenses/by/4.0/ |
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| Формат |
application/pdf
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| Издатель |
Multidisciplinary Digital Publishing Institute (MDPI)
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| Источник |
International Journal of Molecular Sciences
International Journal of Molecular Sciences |
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