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Conjugates of 8-[2,2’-bipyridinyl]coumarins as Potential Chemosensors for Al3+, Cu2+, Cd2+, Zn2+ Ions: Synthesis and Photophysical Properties

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Заглавие Conjugates of 8-[2,2’-bipyridinyl]coumarins as Potential Chemosensors for Al3+, Cu2+, Cd2+, Zn2+ Ions: Synthesis and Photophysical Properties
 
Автор Sharapov, A. D.
Fatykhov, R. F.
Khalymbadzha, I. A.
Kopchuk, D. S.
Nikonov, I. L.
Potapova, A. P.
Shtaitz, Ya. K.
Slepukhin, P. A.
 
Тематика CHEMOSENSORS
COUMARINS
2,2’-BIPYRIDINES
PHOTOPHYSICAL PROPERTIES
METAL COMPLEXES
 
Описание A new series of 8-[2,2'-bipyridyl]-5,7-dimethoxycoumarins with good yields and high regioselectivity was prepared.
The obtained compound are characterized by λabs and λem in the range of 212–296 and 401-410 nm, respectively, Δλ up to 116 nm, and quantum yields up to 15.0%.
8-[2,2'-bipyridinyl]coumarins demonstrate promising chemosensing properties towards Al3+, Cu2+, Cd2+, Zn2+ ions.
Received: 14.11.23. Revised: 19.11.23. Accepted: 19.12.23. Available online: 28.12.23.
In this work, we report the synthesis of novel coumarin-bipyridine conjugates using a sequence of C–C coupling reaction between 5,7-dimethoxycoumarins and 3-pyridyl-6-aryl-1,2,4-triazines followed by the Boger reaction with norbornandiene to obtain 8-[2,2'-bipyridyl]-5,7-dimethoxycoumarins. Photophysical properties were investigated for the obtained series of 8-[2,2'-bipyridyl]-5,7-dimethoxycoumarins: absorption and emission wavelength maxima are in the region of 212–296 and 401–410 nm, respectively; Stokes shifts are up to 116 nm, and fluorescence quantum yields are up to 15.0%. It was found that titrating the conjugates with Al3+, Zn2+, and Cd2+ ions results in an increase in the intensity of the emission maxima of the complexes, while the opposite effect was observed in the case of titration with Cu2+ ions. These findings suggest that the studied compounds may be considered as promising chemosensing materials. Finally, a positive solvatochromism of 8-[2,2'-bipyridyl]coumarins and their metal complexes was established. The experimental data are supported by mathematical calculations according to the Lippert-Matagaequation and Kosower diagram.
The research was carried out within the framework of the Strategic Academic Leadership Program "Priority-2030" under Measure T, procurement No. PRTS48C4T28.2-23 "Payment of grants for scientific research of the University's research staff", on the topic "Fluorophores based on coumarin framework: synthesis and photophysical properties".
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.
 
Дата 2024-01-18T12:45:24Z
2024-01-18T12:45:24Z
2023
 
Тип Article
Journal article (info:eu-repo/semantics/article)
Published version (info:eu-repo/semantics/publishedVersion)
 
Идентификатор Conjugates of 8-[2,2’-bipyridinyl]coumarins as Potential Chemosensors for Al3+, Cu2+, Cd2+, Zn2+ Ions: Synthesis and Photophysical Properties / A. D. Sharapov, R. F. Fatykhov, I. A. Khalymbadzha, D.y S. Kopchuk, I. L. Nikonov, A. P. Potapova, Ya. K. Shtaitz, P. A. Slepukhin // Chimica Techno Acta. — 2023. — Vol. 10, No. 4. — № 202310417.
2411-1414
http://elar.urfu.ru/handle/10995/129335
https://www.elibrary.ru/item.asp?id=60040560
10.15826/chimtech.2023.10.4.17
 
Язык en
 
Связанные ресурсы Chimica Techno Acta. 2023. Vol. 10. № 4
 
Формат application/pdf
 
Издатель Уральский федеральный университет
Ural Federal University