(E)-7-(4-(Diphenylamino)styryl)benzo[c][1,2,5]thiadiazole-4-carbonitrile
1
N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, Russia
2
Nanotechnology Education and Research Center, South Ural State University, 76 Lenina Avenue, 454080 Chelyabinsk, Russia
*
Author to whom correspondence should be addressed.
Academic Editor: Luke R. Odell
Molbank 2022, 2022(2), M1385; https://doi.org/10.3390/M1385
Received: 30 May 2022
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Revised: 7 June 2022
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Accepted: 9 June 2022
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Published: 15 June 2022
(This article belongs to the Special Issue Heteroatom Rich Organic Heterocycles)
Donor-acceptor-donor (D-A-A) structures with 2,1,3-benzothiadiazole as an internal acceptor and the 4(7)-cyanogroup as anchor acceptor have been investigated for various photovoltaic applications such as dye-sensitized solar cells (DSSCs) and organic light emitting diodes (OLEDs). They are usually obtained by cyanation of 4(7)-bromo-2,1,3-benzothiadiazoles. In this communication, the reaction of (E)-4-(2-(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)vinyl)-N,N-diphenylaniline with cyanating agents was studied and it was shown that the best yield of (E)-7-(4-(diphenylamino)styryl)benzo[c][1,2,5]thiadiazole-4-carbonitrile was achieved by heating with zinc cyanide in NMP at 120 °C in the presence of tetrakis(triphenylphosphine)palladium (0). The structure of newly synthesized compound was established by means of an elemental analysis, high resolution mass-spectrometry, 1H, 13C-NMR, IR, UV spectroscopy and mass-spectrometry.
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Keywords:
(E)-7-(4-(diphenylamino)styryl)benzo[c][1,2,5]thiadiazole-4-carbonitrile; pyridine; zinc cyanide; cyanation
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MDPI and ACS Style
Chmovzh, T.N.; Kudryashev, T.A.; Rakitin, O.A. (E)-7-(4-(Diphenylamino)styryl)benzo[c][1,2,5]thiadiazole-4-carbonitrile. Molbank 2022, 2022, M1385. https://doi.org/10.3390/M1385
AMA Style
Chmovzh TN, Kudryashev TA, Rakitin OA. (E)-7-(4-(Diphenylamino)styryl)benzo[c][1,2,5]thiadiazole-4-carbonitrile. Molbank. 2022; 2022(2):M1385. https://doi.org/10.3390/M1385
Chicago/Turabian StyleChmovzh, Timofey N., Timofey A. Kudryashev, and Oleg A. Rakitin. 2022. "(E)-7-(4-(Diphenylamino)styryl)benzo[c][1,2,5]thiadiazole-4-carbonitrile" Molbank 2022, no. 2: M1385. https://doi.org/10.3390/M1385
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