2-(4-methoxyphenyl)benzo[1,2-b:4,3-b']dithiophene | 928142-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 2-(4-methoxyphenyl)benzo[1,2-b:4,3-b']dithiophene
• 英文别名: 2-(4-Methoxyphenyl)thieno[3,2-e][1]benzothiole；2-(4-methoxyphenyl)thieno[3,2-e][1]benzothiole
• CAS: 928142-43-2
• 化学式: C₁₇H₁₂OS₂
• 分子量: 296.414
• InChiKey: YHRKSUGWTQHBNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-methoxyphenyl)benzo[1,2-b:4,3-b']dithiophene 、 N,N-二甲基甲酰胺 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.33h， 以96%的产率得到7-(4-methoxyphenyl)benzo[1,2-b:4,3-b']dithiophene-2-carbaldehyde
  参考文献：
  名称：

  Tunable blue-emitting fluorophores—benzo[1,2-b:4,3-b′]dithiophene and trithia[5]helicene end-capped with electron-rich or electron-deficient aryl substituents

  摘要：

  Light-emitting fluorophores 1-10b based on aryl substituted benzo[1,2-b:4,3-b']dithiophenes (BDT) and trithia[5]helicenes (T5H) have been synthesized using various combinations of Suzuki coupling, the Wittig, or McMurry reaction, and subsequent photocyclization of the dithienylethenes thus obtained. Photophysical properties of the helical compounds end-capped with different electron-rich and electron-deficient aryl moieties thus resulting were evaluated. Photocyclization of a dithienylethene derivative 10a was investigated, and the X-ray crystal structure of dinaphthyl-substituted BDT (4) was obtained. With this series of compounds 1-10b, we demonstrate that the optical properties of all of the new compounds, and by extension many conjugated materials, can be tuned over the entire blue range (400-480 nm). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.12.029
• 作为产物：
  描述：

  2-iodo-benzo[1,2-b:4,3-b']dithiophene 、 4-甲氧基苯硼酸 在 四(三苯基膦)钯 potassium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 以77%的产率得到2-(4-methoxyphenyl)benzo[1,2-b:4,3-b']dithiophene
  参考文献：
  名称：

  Tunable blue-emitting fluorophores—benzo[1,2-b:4,3-b′]dithiophene and trithia[5]helicene end-capped with electron-rich or electron-deficient aryl substituents

  摘要：

  Light-emitting fluorophores 1-10b based on aryl substituted benzo[1,2-b:4,3-b']dithiophenes (BDT) and trithia[5]helicenes (T5H) have been synthesized using various combinations of Suzuki coupling, the Wittig, or McMurry reaction, and subsequent photocyclization of the dithienylethenes thus obtained. Photophysical properties of the helical compounds end-capped with different electron-rich and electron-deficient aryl moieties thus resulting were evaluated. Photocyclization of a dithienylethene derivative 10a was investigated, and the X-ray crystal structure of dinaphthyl-substituted BDT (4) was obtained. With this series of compounds 1-10b, we demonstrate that the optical properties of all of the new compounds, and by extension many conjugated materials, can be tuned over the entire blue range (400-480 nm). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.12.029