| 1610566-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• CAS: 1610566-27-2
• 化学式: C₅₄H₄₈S₄
• 分子量: 825.239
• InChiKey: BXCATIVWXDFPDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.83
• 重原子数：
  58.0
• 可旋转键数：
  14.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  2-bromo-5-(2-ethylhexylsulfonyl)thiophene 、 在 tris-(dibenzylideneacetone)dipalladium(0) 、 copper(l) iodide 、 tBu₃PHBF₄ 、 二异丙胺 作用下， 以 甲苯 为溶剂， 以31%的产率得到4,10-bis((5-(2-ethylhexylsulfonyl)-2-thienyl)ethynyl)-6,12-bis((5-(2-ethylhexylthio)-2-thienyl)ethynyl)anthanthrene
  参考文献：
  名称：

  Cruciform Alkynylated Anthanthrene Derivatives: A Structure–Properties Relationship Case Study

  摘要：

  An efficient and versatile synthetic strategy toward cruciform anthanthrene compounds using Sonogashira couplings steps was developed. Acetylenic linkers were used to effectively extend the π-conjugation of polycyclic anthanthrone and anthanthrene compounds and tune their optoelectronic properties. Structure-property relationships supported by DFT calculations indicated more effective π-conjugation along the 6,12 axis than along the 4,10 axis. These molecules displayed strong J-aggregation both in solution and in the solid state and proved to be highly photostable with reversible redox processes, which are properties of interest in materials sciences.

  DOI：

  10.1021/jo402674m
• 作为产物：
  描述：

  2-(2-ethylhexylthio)thiophene 在 tris-(dibenzylideneacetone)dipalladium(0) 、 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 tBu₃PHBF₄ 、 三异丙基硅基乙炔 、 四丁基氟化铵 、 二异丙胺 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 1.17h， 生成
  参考文献：
  名称：

  Cruciform Alkynylated Anthanthrene Derivatives: A Structure–Properties Relationship Case Study

  摘要：

  An efficient and versatile synthetic strategy toward cruciform anthanthrene compounds using Sonogashira couplings steps was developed. Acetylenic linkers were used to effectively extend the π-conjugation of polycyclic anthanthrone and anthanthrene compounds and tune their optoelectronic properties. Structure-property relationships supported by DFT calculations indicated more effective π-conjugation along the 6,12 axis than along the 4,10 axis. These molecules displayed strong J-aggregation both in solution and in the solid state and proved to be highly photostable with reversible redox processes, which are properties of interest in materials sciences.

  DOI：

  10.1021/jo402674m