5,5′-dibromo-2,2′-dimethylthio-trans-stilbene | 1383380-43-5

• 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: 5,5′-dibromo-2,2′-dimethylthio-trans-stilbene
• 英文别名: 4-bromo-2-[(E)-2-(5-bromo-2-methylsulfanylphenyl)ethenyl]-1-methylsulfanylbenzene
• CAS: 1383380-43-5
• 化学式: C₁₆H₁₄Br₂S₂
• 分子量: 430.227
• InChiKey: BEALVGCGBOWQJA-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,5′-dibromo-2,2′-dimethylthio-trans-stilbene 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 碘 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 60.0h， 生成
  参考文献：
  名称：

  Synthesis of 1,6-, 2,7-, 3,8-, and 4,9-Isomers of Didodecyl[1]benzothieno[3,2-b][1]benzothiophenes

  摘要：

  The synthesis of 1,6-, 2,7-, 3,8-, and 4,9-isomers of dibromo- and didodecyl[1]benzothieno[3,2-b][1]benzothiophenes, via the stilbene pathway, is described. Starting from the synthesis of bromo-2-(methylthio)benzaldehydes, a series of functionalization, McMurry coupling, and finalising cyclization reactions were explored. The stereochemistry of the cyclization mechanism was investigated. Using this methodology didodecyl[1]benzothieno[3,2-b][1]benzothiophenes were formed in overall yields of 5-32%.

  DOI：

  10.1021/jo401134c
• 作为产物：
  描述：

  5-bromo-2-(methylthio)benzaldehyde 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到5,5′-dibromo-2,2′-dimethylthio-trans-stilbene
  参考文献：
  名称：

  Synthesis of 1,6-, 2,7-, 3,8-, and 4,9-Isomers of Didodecyl[1]benzothieno[3,2-b][1]benzothiophenes

  摘要：

  The synthesis of 1,6-, 2,7-, 3,8-, and 4,9-isomers of dibromo- and didodecyl[1]benzothieno[3,2-b][1]benzothiophenes, via the stilbene pathway, is described. Starting from the synthesis of bromo-2-(methylthio)benzaldehydes, a series of functionalization, McMurry coupling, and finalising cyclization reactions were explored. The stereochemistry of the cyclization mechanism was investigated. Using this methodology didodecyl[1]benzothieno[3,2-b][1]benzothiophenes were formed in overall yields of 5-32%.

  DOI：

  10.1021/jo401134c

文献信息

• SMALL MOLECULE SEMICONDUCTOR
  申请人：Wigglesworth Anthony James

  公开号：US20120161109A1

  公开（公告）日：2012-06-28

  Disclosed is a small molecule semiconductor of Formula (I): wherein R 1 and R 2 are as described herein. The compound is useful in a semiconducting layer for an electronic device, such as a thin-film transistor. Devices including the compound exhibit high mobility and excellent stability.

  公开了一种化学式（I）的小分子半导体：其中R1和R2如此描述。该化合物在电子器件的半导体层中非常有用，例如薄膜晶体管。包括该化合物的器件表现出高迁移率和优异的稳定性。
• US8283660B2
  申请人：——

  公开号：US8283660B2

  公开（公告）日：2012-10-09