6,6′-didocecyl-2,2′-dimethylthio-trans-stilbene | 1448221-95-1

• 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: 6,6′-didocecyl-2,2′-dimethylthio-trans-stilbene
• 英文别名: 1-dodecyl-2-[(E)-2-(2-dodecyl-6-methylsulfanylphenyl)ethenyl]-3-methylsulfanylbenzene
• CAS: 1448221-95-1
• 化学式: C₄₀H₆₄S₂
• 分子量: 609.08
• InChiKey: XMHHRZNFLIBLJQ-JEIPZWNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.6
• 重原子数：
  42
• 可旋转键数：
  26
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  6,6′-didocecyl-2,2′-dimethylthio-trans-stilbene 在 sodium dithionite 、 碘 、 溶剂黄146 作用下， 反应 48.0h， 生成 4,9-didodecyl[1]benzothieno[3,2-b][1]benzothiophene
  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：

  间溴氟苯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四氯化钛 、 锌 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正庚烷 、 乙基苯 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.5h， 生成 6,6′-didocecyl-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

• Synthesis of 1,6-, 2,7-, 3,8-, and 4,9-Isomers of Didodecyl[1]benzothieno[3,2-<i>b</i>][1]benzothiophenes
  作者：Christian Ruzié、Jolanta Karpinska、Alan R. Kennedy、Yves H. Geerts

  DOI：10.1021/jo401134c

  日期：2013.8.2

  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%.