1,2-bis(2-benzo[1,2-b;4,3-b']dithiophenyl)ethene | 78270-95-8

• 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: 1,2-bis(2-benzo[1,2-b;4,3-b']dithiophenyl)ethene
• 英文别名: 2-(2-thieno[3,2-e][1]benzothiol-2-ylethenyl)thieno[3,2-e][1]benzothiole
• CAS: 78270-95-8
• 化学式: C₂₂H₁₂S₄
• 分子量: 404.601
• InChiKey: JZPCZSGIFOTGNA-UHFFFAOYSA-N

物化性质

• 沸点：
  645.7±50.0 °C(Predicted)
• 密度：
  1.515±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.72
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,2-bis(2-benzo[1,2-b;4,3-b']dithiophenyl)ethene 以50%的产率得到(M)-bisthieno[3',2':4,5]benzo[1,2-b:4,3-b']di[1]benzothiophene
  参考文献：
  名称：

  [7],[9],[11],[13], AND [15]HETEROHELICENES ANNELATED WITH ALTERNANT THIOPHENE AND BENZENE RINGS. SYNTHESES AND NMR STUDIES

  摘要：

  报告描述了标题杂环烯的合成过程，其核磁共振光谱显示了反映芳香环重叠的明显现象。

  DOI：

  10.1246/cl.1981.343
• 作为产物：
  描述：

  benzo[1,2-b:4,3-b']dithiophene-2-carbaldehyde 在 吡啶 、 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 以97%的产率得到1,2-bis(2-benzo[1,2-b;4,3-b']dithiophenyl)ethene
  参考文献：
  名称：

  A convenient procedure for the synthesis of tetrathia-[7]-helicene and the selective α-functionalisation of terminal thiophene ring

  摘要：

  This paper describes a convenient preparation of tetrathia-[7]-helicene (TH[7]), the generation of the alpha-anion on the terminal thiophene ring, and the synthesis of the 2-formyl-tetrathia-[7]-helicene (2-CHO-TH[7]). The key intermediate trans-1,2-dibenzodithiopheneethene, prepared in 97% yield by McMurry coupling of the 2-formyl-benzo[1,2-b;4,3-b']dithiophene, was transformed into TH[7] using a known procedure. The described method affords TH[7] in 46% overall yield, which is more than four times the yield previously reported in the literature. The alpha-anion of TH[7], which is easily generated on the alpha-position of one of the terminal thiophene rings, reacts with electrophilic reagents such as D2O and DMF. The latter reaction proved to be the best way to prepare 2-CHO-TH[7], a key intermediate for the preparation of new substituted heterohelicenes. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01056-1

文献信息

• Synthesis and Properties of Polyalkylated Thiaheterohelicenes
  作者：Hideji Osuga、Shinsuke Nagai、Kazuhiko Tanaka

  DOI：10.1080/10426500590913375

  日期：2005.3.2