5,6-di(3-thienyl)dithieno[2,3-a:3',2'-c]benzene | 1447111-37-6

• 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: 5,6-di(3-thienyl)dithieno[2,3-a:3',2'-c]benzene
• 英文别名: 4,5-Di(thiophen-3-yl)thieno[3,2-g][1]benzothiole；4,5-di(thiophen-3-yl)thieno[3,2-g][1]benzothiole
• CAS: 1447111-37-6
• 化学式: C₁₈H₁₀S₄
• 分子量: 354.541
• InChiKey: PAOUGEIQUJUYDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tetra(3-thienyl)ethene 在 iron(III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以41%的产率得到5,6-di(3-thienyl)dithieno[2,3-a:3',2'-c]benzene
  参考文献：
  名称：

  Synthesis and basic properties of tetrathieno[2,3-a:3′,2′-c:2″,3″-f:3‴,2‴-h]naphthalene: a new π-conjugated system obtained by photoinduced electrocyclization–dehydrogenation reactions of tetra(3-thienyl)ethene

  摘要：

  method for the synthesis of tetrathieno[2,3-a:3',2'-c:2 '',3 ''-f:3''',2'''-h]naphthalene (3), utilizing photoinduced electrocyclization-dehydrogenation reactions of tetra(3-thienyl)ethene (1), was developed. Photoirradiation of a toluene or CHCl3 solution of 1, containing a small amount of I-2, leads to modestly efficient production of 3. In contrast to the UV-vis absorption property of the typical p-type organic transistor material pentacene, that of 3 does not experience a time-dependent change under aerated conditions, indicating that 3 has high stability against molecular oxygen. The results of X-ray crystallographic analysis demonstrate that 3 possesses a columnar crystalline structure in which molecules are aligned in a face-to-face manner with a high degree of the TE-TE overlap between adjacent molecules. This phenomenon should result in efficient charge-carrier transport properties of the crystalline form of this substance. C 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.090