4,7-(bis(octyloxy)-3-(quinoline-2-ylmethylene)isoindoline-1-one and its boronflouride complex. synthesis and spectral-luminescent properties
- Autores: Nabasov A.1, Rumyantseva T.1, Aleksandriiskii V.1, Galanin N.1
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Afiliações:
- Ivanovo State University of Chemistry and Technology
- Edição: Volume 93, Nº 12 (2023)
- Páginas: 1867-1874
- Seção: Articles
- URL: https://journals.rcsi.science/0044-460X/article/view/247225
- DOI: https://doi.org/10.31857/S0044460X23120065
- EDN: https://elibrary.ru/OBDCTW
- ID: 247225
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Resumo
4,7-Bis(octyloxy)isoindoline-1,3-dione was obtained by reacting 3,6-bis(octyloxy)phthalonitrile with sodium butoxide in butanol, followed by treatment with hydrochloric acid. Its condensation with quinaldine in the presence of zinc oxide leads to the formation of ( E , Z )-4,7-bis(octyloxy)-3-(quinolin-2-ylmethylene)isoindolin-1-one, which was treated with BF3۰Et2O in the presence of triethylamine in toluene to give a new unsymmetrical analogue of BODIPY - ( Z )-2-(difluoroboryl)-4,7-bis(octyloxy)-3-(quinolin-2-ylmethylene)isoindolin-1-one. The complex exhibits a Stokes shift of 25 nm and a high relative fluorescence quantum yield (0.68). To support the experimental data, DFT and TD-DFT calculations were performed.
Sobre autores
A. Nabasov
Ivanovo State University of Chemistry and Technology
Email: kolosaner@mail.ru
T. Rumyantseva
Ivanovo State University of Chemistry and Technology
V. Aleksandriiskii
Ivanovo State University of Chemistry and Technology
N. Galanin
Ivanovo State University of Chemistry and Technology
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