(<i>E</i>)-2-(6-(4′-(Diphenylamino)-[1,1′-biphenyl]-2-yl)-[1,2,5]oxadiazolo[3,4-<i>b</i>]pyrazin-5(4<i>H</i>)-ylidene)-2-(6-(4′-(diphenylamino)-[1,1′-biphenyl]-2-yl)-[1,2,5]oxadiazolo[3,4-<i>b</i>]pyrazin-5-yl)acetonitrile

[1,2,5]Oxadiazolo[3,4-<i>b</i>]pyrazines are of great interest due to their promising photophysical and electrochemical properties, as well their potential use in a wide range of electronic devices. Herein, we report on the preparation of the unexpected product derived from the interacti...

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Bibliographic Details
Main Authors: Yuriy A. Kvashnin, Pavel A. Slepukhin, Denis A. Gazizov, Ekaterina F. Zhilina, Gennady L. Rusinov, Egor V. Verbitskiy, Valery N. Charushin
Format: Article
Language:English
Published: MDPI AG 2023-08-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2023/3/M1714
Description
Summary:[1,2,5]Oxadiazolo[3,4-<i>b</i>]pyrazines are of great interest due to their promising photophysical and electrochemical properties, as well their potential use in a wide range of electronic devices. Herein, we report on the preparation of the unexpected product derived from the interaction of 2′-([1,2,5]oxadiazolo[3,4-<i>b</i>]pyrazin-5-yl)-<i>N,N</i>-diphenyl-[1,1′-biphenyl]-4-amine with 2-cyanoacetic acid under basic conditions. The resulting product was characterized using <sup>1</sup>H and <sup>13</sup>C NMR spectra, high resolution mass spectrometry, Fourier-transform infrared spectroscopy (FTIR), and X-ray diffraction analyses. Furthermore, its photophysical and electrochemical properties were studied using cyclic voltammetry, UV–Vis, and emission spectroscopy. The experimental results have been further rationalized through theoretical DFT calculations.
ISSN:1422-8599