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Photoprocesses in 2-Benzylidene-5-(Pyridin-3-ylmethylene)cyclopentanone and Its Derivatives in Acetonitrile

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Abstract

Spectral, luminescent, and time-resolved properties of 2-bezylidene-5-(pyridin-3-ylmethylene)cyclopentanone and its derivatives with electron-donating substituents (diethylamino, methoxy, methylthio, and dimethoxy) on the benzene cycle have been studied in acetonitrile at room temperature. The presence of substituents causes a long-wavelength shift of the absorption band maximum by 26–114 nm in comparison with the unsubstituted dienone and a long-wavelength shift of the fluorescence maximum by 43–125 nm in comparison with the methoxy derivative. Under laser irradiation of oxygen-free dienone solutions, intersystem crossing to the triplet state occurs with a half-life of 0.7–1.5 μs. A stable photoproduct is formed for the methoxy, methylthio, and dimethoxy derivatives of dienone.

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Funding

The study was supported by the Russian Science Foundation, project no. 19-13-00020 in part of the synthesis and spectral and luminescent measurements of ketocyanine dyes and by the Ministry of Science and Higher Education of the Russian Federation under State Program for the Federal Scientific Center “Crystallography and Photonics” of the Russian Academy of Sciences in part of the laser pulse photolysis study.

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Correspondence to G. V. Zakharova or S. P. Gromov.

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Translated by T. Nekipelova

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Gutrov, V.N., Zakharova, G.V., Nuriev, V.N. et al. Photoprocesses in 2-Benzylidene-5-(Pyridin-3-ylmethylene)cyclopentanone and Its Derivatives in Acetonitrile. High Energy Chem 54, 189–193 (2020). https://doi.org/10.1134/S0018143920030066

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  • DOI: https://doi.org/10.1134/S0018143920030066

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