4.6 Article

Facile synthesis of novel fluorescent thiazole coumarinyl compounds: Electrochemical, time resolve fluorescence, and solvatochromic study

Journal

JOURNAL OF MOLECULAR STRUCTURE
Volume 1227, Issue -, Pages -

Publisher

ELSEVIER
DOI: 10.1016/j.molstruc.2020.129422

Keywords

Coumarin derivatives; Fluorescence studies; Electrochemical study; Time-resolved photoluminescence; CV

Funding

  1. National Natural Science Foundation of China [51162026]
  2. Major Project of Fundamental and Application Research of the Department of Education of Guangdong Province [2015KTSCX132, 2017K/DXM080]
  3. Science and Technology Foundation of Huizhou [2019x07050115]
  4. Korean Research Fellowship Program through the National Research Foundation of Korea (NRF), Korea - Ministry of Science and ICT [NRF-2019H1LY3A1A01102931]

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In this study, Benzocoumarin-Thiazoles-Azomethine derivatives with bioactive scaffolds were synthesized and characterized. The newly synthesized derivatives showed absorption in the range of 332-390 nm and exhibited fluorescence emission in the range of 436-550 nm in different solvents. The redox behavior of thiazoles was observed in electrochemical studies conducted in DMSO.
In this study, Benzocoumarin-Thiazoles-Azomethine derivatives with bioactive scaffolds were synthesized and characterized. The present investigation is concerned with the multistep synthesis of thiazole coumarinyl derivatives (5a-k), which were accomplished from naphthaldehyde, ethyl acetoacetate, and thiosemicarbazide. The formation of newly synthesized derivatives was confirmed by H-1 NMR and C-13 NMR spectroscopic studies. Thiazole coumarinyl derivatives were subjected to UV-Visible studies in different solvents such as ethanol, ethyl acetate, and DMF for solvatochromic studies. The synthesized coumarinyl thiazole compounds showed absorption in the range of 332-390 nm. Electrochemical studies were performed in DMSO and redox behavior was offered by thiazoles. Fluorescence of coumarinyl thiazole compounds were examined in ethanol, ethyl acetate, and DMF to visualize the solvent effect on the emitting ability of compounds. Fluorescence spectra of coumarinyl thiazoles expressed a sharp emission in the range 436-550 nm. (C) 2020 Elsevier B.V. All rights reserved.

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