4,7-(bis(octyloxy)-3-(quinoline-2-ylmethylene)isoindoline-1-one and its boronflouride complex. synthesis and spectral-luminescent properties

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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.

作者简介

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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