1-(4-Ethynyl-phenyl)-2,5-di-thiophen-2-yl-1H-pyrrole | 864074-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(4-Ethynyl-phenyl)-2,5-di-thiophen-2-yl-1H-pyrrole
• 英文别名: 1-(4-ethynylphenyl)-2,5-dithiophen-2-ylpyrrole
• CAS: 864074-76-0
• 化学式: C₂₀H₁₃NS₂
• 分子量: 331.462
• InChiKey: HPVRVERSVMTRCR-UHFFFAOYSA-N

物化性质

• 沸点：
  493.4±45.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.92
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  4.93
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(4-Ethynyl-phenyl)-2,5-di-thiophen-2-yl-1H-pyrrole 、 9-bromo-10-cyanoanthracene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 10-[4-(2,5-dithiophen-2-yl-pyrrol-1-yl)-phenylethynyl]-anthracene-9-carbonitrile
  参考文献：
  名称：

  Structure−Property Relationships in Conjugated Donor−Acceptor Molecules Based on Cyanoanthracene:  Computational and Experimental Studies

  摘要：

  Two series of pi-conjugated bipolar compounds, namely, 9-phenyl-10-anthronitriles (PAN series) and 9-phenylethynyl-10-anthronitriles (PEAN series), having inherent redox centers have been synthesized and their electronic absorption, fluorescence emission, and electrochemical behavior have been studied. Electrochemiluminescence of these molecules bearing weak, strong, and spin-polarized donors is also studied. The observed electronic properties are explained with the help of results obtained from density functional theory (DFT-B3LYP/6-31G*) calculations. The structure-property relationships of all the molecules are discussed.

  DOI：

  10.1021/jo051183g
• 作为产物：
  描述：

  1,4-双(2-噻吩基)-1,4-丁二酮 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 TEA 、 potassium carbonate 、 对甲苯磺酸 作用下， 以 甲醇 、 xylene 为溶剂， 反应 12.0h， 生成 1-(4-Ethynyl-phenyl)-2,5-di-thiophen-2-yl-1H-pyrrole
  参考文献：
  名称：

  Structure−Property Relationships in Conjugated Donor−Acceptor Molecules Based on Cyanoanthracene:  Computational and Experimental Studies

  摘要：

  Two series of pi-conjugated bipolar compounds, namely, 9-phenyl-10-anthronitriles (PAN series) and 9-phenylethynyl-10-anthronitriles (PEAN series), having inherent redox centers have been synthesized and their electronic absorption, fluorescence emission, and electrochemical behavior have been studied. Electrochemiluminescence of these molecules bearing weak, strong, and spin-polarized donors is also studied. The observed electronic properties are explained with the help of results obtained from density functional theory (DFT-B3LYP/6-31G*) calculations. The structure-property relationships of all the molecules are discussed.

  DOI：

  10.1021/jo051183g