3-Aryl-5-aminobiphenyl Substituted [1,2,4]triazolo[4,3-c]quinazolines: Synthesis and Photophysical Properties
Электронный научный архив УРФУ
Информация об архиве | Просмотр оригинала| Поле | Значение | |
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3-Aryl-5-aminobiphenyl Substituted [1,2,4]triazolo[4,3-c]quinazolines: Synthesis and Photophysical Properties
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| Автор |
Kopotilova, A. E.
Moshkina, T. N. Nosova, E. V. Lipunova, G. N. Starnovskaya, E. S. Kopchuk, D. S. Kim, G. A. Gaviko, V. S. Slepukhin, P. A. Charushin, V. N. |
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| Тематика |
CROSS-COUPLING
FLUORESCENCE PH-SENSOR SOLVATOCHROMISM [1,2,4]TRIAZOLO[4,3-C]QUINAZOLINES 3-AMINOBIPHENYL BIPHENYL BIPHENYL DERIVATIVE QUINAZOLINE DERIVATIVE TOLUENE CHEMISTRY CONFORMATION BIPHENYL COMPOUNDS MOLECULAR CONFORMATION QUINAZOLINES TOLUENE |
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| Описание |
Amino-[1,1′]-biphenyl-containing 3-aryl-[1,2,4]triazolo[4,3-c]quinazoline derivatives with fluorescent properties have been designed and synthesized. The type of annelation of the triazole ring to the pyrimidine one has been unambiguously confirmed by means of an X-ray diffraction (XRD) method; the molecules are non-planar, and the aryl substituents form the pincer-like conformation. The UV/Vis and photoluminescent properties of target compounds were investigated in two solvents of different polarities and in a solid state. The samples emit a broad range of wavelengths and display fluorescent quantum yields of up to 94% in toluene solutions. 5-(4’-Diphenylamino-[1,1′]-biphenyl-4-yl)-3-(4-(trifluoromethyl)phenyl)-[1,2,4]triazolo[4,3-c]quinazoline exhibits the strongest emission in toluene and a solid state. Additionally, the solvatochromic properties were studied for the substituted [1,2,4]triazolo[4,3-c]quinazolines. Moreover, the changes in absorption and emission spectra have been demonstrated upon the addition of water to MeCN solutions, which confirms aggregate formation, and some samples were found to exhibit aggregation-induced emission enhancement. Further, the ability of triazoloquinazolines to detect trifluoroacetic acid has been analyzed; the presence of TFA induces changes in both absorption and emission spectra, and acidochromic behavvior was observed for some triazoloquinazoline compounds. Finally, electronic-structure calculations with the use of quantum-chemistry methods were performed for synthesized compounds. © 2023 by the authors.
Ministry of Education and Science of the Russian Federation, Minobrnauka The research funding from the Ministry of Science and Higher Education of the Russian Federation (Ural Federal University Program of Development within the Priority-2030 Program) is gratefully acknowledged. |
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| Дата |
2024-04-05T16:16:32Z
2024-04-05T16:16:32Z 2023 |
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| Тип |
Article
Journal article (info:eu-repo/semantics/article) |info:eu-repo/semantics/publishedVersion |
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| Идентификатор |
Kopotilova, AE, Moshkina, TN, Nosova, EV, Lipunova, GN, Starnovskaya, ES, Kopchuk, DS, Kim, GA, Gaviko, VS, Slepukhin, PA & Charushin, VN 2023, '3-Aryl-5-aminobiphenyl Substituted [1,2,4]triazolo[4,3-c]quinazolines: Synthesis and Photophysical Properties', Molecules, Том. 28, № 4, 1937. https://doi.org/10.3390/molecules28041937
Kopotilova, A. E., Moshkina, T. N., Nosova, E. V., Lipunova, G. N., Starnovskaya, E. S., Kopchuk, D. S., Kim, G. A., Gaviko, V. S., Slepukhin, P. A., & Charushin, V. N. (2023). 3-Aryl-5-aminobiphenyl Substituted [1,2,4]triazolo[4,3-c]quinazolines: Synthesis and Photophysical Properties. Molecules, 28(4), [1937]. https://doi.org/10.3390/molecules28041937 1420-3049 Final All Open Access, Gold, Green https://www.scopus.com/inward/record.uri?eid=2-s2.0-85149054297&doi=10.3390%2fmolecules28041937&partnerID=40&md5=676d23828c9d0fb808c1790e9ec364cd https://www.mdpi.com/1420-3049/28/4/1937/pdf?version=1676950802 http://elar.urfu.ru/handle/10995/130240 10.3390/molecules28041937 85149054297 000941783500001 |
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| Язык |
en
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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 |
MDPI
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| Источник |
Molecules
Molecules |
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