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(E)-7-(4-(Diphenylamino)styryl)benzo[c][1,2,5]thiadiazole-4-carbonitrile
Molbank Pub Date : 2022-06-15 , DOI: 10.3390/m1385 Timofey N. Chmovzh , Timofey A. Kudryashev , Oleg A. Rakitin
Molbank Pub Date : 2022-06-15 , DOI: 10.3390/m1385 Timofey N. Chmovzh , Timofey A. Kudryashev , Oleg A. Rakitin
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.
中文翻译:
(E)-7-(4-(二苯基氨基)苯乙烯基)苯并[c][1,2,5]噻二唑-4-甲腈
以 2,1,3-苯并噻二唑作为内部受体,4(7)-氰基作为锚定受体的供体-受体-供体 (DAA) 结构已被研究用于各种光伏应用,例如染料敏化太阳能电池 (DSSC) 和有机发光二极管(OLED)。它们通常通过 4(7)-溴-2,1,3-苯并噻二唑的氰化获得。在本通讯中,研究了 ( E )-4-(2-(7-bromobenzo[ c ][1,2,5]thiadiazol-4-yl)vinyl) -N , N-二苯基苯胺与氰化剂的反应,并结果表明( E )-7-(4-(二苯氨基)苯乙烯基)苯并[ c][1,2,5]thiadiazole-4-carbonitrile 是通过在 NMP 中在 120 °C 下在四(三苯基膦)钯 (0) 存在下加热氰化锌来实现的。通过元素分析、高分辨率质谱、1 H、13 C-NMR、IR、UV光谱和质谱等手段确定了新合成化合物的结构。
更新日期:2022-06-15
中文翻译:
(E)-7-(4-(二苯基氨基)苯乙烯基)苯并[c][1,2,5]噻二唑-4-甲腈
以 2,1,3-苯并噻二唑作为内部受体,4(7)-氰基作为锚定受体的供体-受体-供体 (DAA) 结构已被研究用于各种光伏应用,例如染料敏化太阳能电池 (DSSC) 和有机发光二极管(OLED)。它们通常通过 4(7)-溴-2,1,3-苯并噻二唑的氰化获得。在本通讯中,研究了 ( E )-4-(2-(7-bromobenzo[ c ][1,2,5]thiadiazol-4-yl)vinyl) -N , N-二苯基苯胺与氰化剂的反应,并结果表明( E )-7-(4-(二苯氨基)苯乙烯基)苯并[ c][1,2,5]thiadiazole-4-carbonitrile 是通过在 NMP 中在 120 °C 下在四(三苯基膦)钯 (0) 存在下加热氰化锌来实现的。通过元素分析、高分辨率质谱、1 H、13 C-NMR、IR、UV光谱和质谱等手段确定了新合成化合物的结构。