3,7-bis(phenylethynyl)dibenzo[b,d]thiophene 5,5-dioxide | 159335-98-5

• 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: 3,7-bis(phenylethynyl)dibenzo[b,d]thiophene 5,5-dioxide
• 英文别名: 3,7-Bis(2-phenylethynyl)dibenzothiophene 5,5-dioxide；3,7-bis(2-phenylethynyl)dibenzothiophene 5,5-dioxide
• CAS: 159335-98-5
• 化学式: C₂₈H₁₆O₂S
• 分子量: 416.5
• InChiKey: UQYDZULFYXHVPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,7-bis(phenylethynyl)dibenzo[b,d]thiophene 5,5-dioxide 、 2,5-diphenyl-3,4-di(pyridin-2-yl)cyclopenta-2,4-dienone 以 二苯醚 为溶剂， 反应 24.0h， 以74%的产率得到3,7-Bis(2,3,6-triphenyl-4,5-dipyridin-2-ylphenyl)dibenzothiophene 5,5-dioxide
  参考文献：
  名称：

  Copper nanoparticles generated from aggregates of a hexarylbenzene derivative: a reusable catalytic system for ‘click’ reactions

  摘要：

  由六苯基苯衍生物聚集稳定的铜纳米粒子在无溶剂条件下表现出优异的“点击”反应催化活性。

  DOI：

  10.1039/c4cc08589b
• 作为产物：
  描述：

  二苯并噻吩 在 过氧乙酸 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 硫酸 为溶剂， 生成 3,7-bis(phenylethynyl)dibenzo[b,d]thiophene 5,5-dioxide
  参考文献：
  名称：

  Dibenzothiophene Derivatives: From Herringbone to Lamellar Packing Motif

  摘要：

  It is generally believed that pi-pi stacking would be much more efficient than herringbone stacking for the transporting of charge carriers. The electron-withdrawing group sulphone unit was introduced into dibenzothiophene (DBT) derivatives, and lamellar structures were observed in the single crystals of the products along with strong, long-range pi-pi intermolecular interactions. As a contrast, the reduced materials adopted herringbone packing. We contributed this change of packing motif to the polarity of the sulphone unit. These results are meaningful to the molecular design to obtain pi-pi stacking.

  DOI：

  10.1021/cg100863q