(Z)-2-(4-bromophenyl)-3-(4-(5-((Z)-2-cyano-2-phenylvinyl)thio-phen-3-yl)-phenyl)acrylonitrile | 1401545-49-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (Z)-2-(4-bromophenyl)-3-(4-(5-((Z)-2-cyano-2-phenylvinyl)thio-phen-3-yl)-phenyl)acrylonitrile
• CAS: 1401545-49-0
• 化学式: C₂₈H₁₇BrN₂S
• 分子量: 493.426
• InChiKey: SBAXEXJBNKFUFP-KOJZRSEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.31
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.58
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (Z)-2-(4-bromophenyl)-3-(4-(5-((Z)-2-cyano-2-phenylvinyl)thio-phen-3-yl)-phenyl)acrylonitrile 、 3,5-二甲基苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 以89%的产率得到(Z)-3-(4-(4-((Z)-2-cyano-2-(3',5'-dimethyl-[1,1'-biphenyl]-4-yl)vinyl)phenyl)thiophen-2-yl)-2-phenylacrylonitrile
  参考文献：
  名称：

  The synthesis and photoluminescence characteristics of novel 4-aryl substituted thiophene derivatives with bis-diarylacrylonitrile unit

  摘要：

  (Z)-2-(4-Bromophenyl)-3-(4-(5-((Z)-2-cyano-2-phenylvinyl)thiophen-3-yl)-phenyl)acrylonitrile was synthesized by (2)-3-(4-(4-formylphenyl)-thiophen-2-yl)-2-phenylacrylonitrile and 2-(4-bromophenyl) acetonitrile through a base catalyzed condensation reaction, and then reacted with various aryl boronic acids under the catalyzing of Pd(PPh3)(4) to afford a series of novel 4-aryl substituted thiophene derivatives with bis-diarylacrylonitrile unit. The structures of the products were characterized using FTIR, H-1 NMR, C-13 NMR, and HRMS. The UV-vis absorption and photoluminescent spectra of these derivatives were investigated. These compounds emit 450-510 nm green fluorescence in the solid state and 446-491 nm emission in CH2Cl2 solution under UV irradiation. Analysis revealed good thermal stability with a decomposition temperature ranging from 301 to 378 degrees C. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.05.019
• 作为产物：
  描述：

  苯乙腈 在 四(三苯基膦)钯 、 sodium methylate 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 反应 12.0h， 生成 (Z)-2-(4-bromophenyl)-3-(4-(5-((Z)-2-cyano-2-phenylvinyl)thio-phen-3-yl)-phenyl)acrylonitrile
  参考文献：
  名称：

  The synthesis and photoluminescence characteristics of novel 4-aryl substituted thiophene derivatives with bis-diarylacrylonitrile unit

  摘要：

  (Z)-2-(4-Bromophenyl)-3-(4-(5-((Z)-2-cyano-2-phenylvinyl)thiophen-3-yl)-phenyl)acrylonitrile was synthesized by (2)-3-(4-(4-formylphenyl)-thiophen-2-yl)-2-phenylacrylonitrile and 2-(4-bromophenyl) acetonitrile through a base catalyzed condensation reaction, and then reacted with various aryl boronic acids under the catalyzing of Pd(PPh3)(4) to afford a series of novel 4-aryl substituted thiophene derivatives with bis-diarylacrylonitrile unit. The structures of the products were characterized using FTIR, H-1 NMR, C-13 NMR, and HRMS. The UV-vis absorption and photoluminescent spectra of these derivatives were investigated. These compounds emit 450-510 nm green fluorescence in the solid state and 446-491 nm emission in CH2Cl2 solution under UV irradiation. Analysis revealed good thermal stability with a decomposition temperature ranging from 301 to 378 degrees C. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.05.019