1,4-di(2,2'-bithiophen-5-yl)-9,10-dihydro-9,10-[1',2']benzeno-2,3-diazaanthracene

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,4-di(2,2'-bithiophen-5-yl)-9,10-dihydro-9,10-[1',2']benzeno-2,3-diazaanthracene
• 英文别名: 3,6-Bis(5-thiophen-2-ylthiophen-2-yl)-4,5-diazapentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),3,5,9,11,13,15,17,19-nonaene
• 化学式: C₃₄H₂₀N₂S₄
• 分子量: 584.81
• InChiKey: OWDZJBVHVDEWSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  40
• 可旋转键数：
  4
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  139
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4-dichloro-9,10-dihydro-9,10-[1',2']benzeno-2,3-diazaanthracene 、 2,2'-联二噻吩 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 正丁基锂 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以77%的产率得到1,4-di(2,2'-bithiophen-5-yl)-9,10-dihydro-9,10-[1',2']benzeno-2,3-diazaanthracene
  参考文献：
  名称：

  Iptycene-Derived Pyridazines and Phthalazines

  摘要：

  The synthesis of new heterocyclic oligo(phenylene) analogues based on soluble, nonaggregating 1,2-diazines is reported. Improved palladium-catalyzed reductive coupling methods were developed to allow for the preparation of large quantities of iptycene-derived bipyridazines and biphthalazines, and the controlled synthesis of well-defined oligomers up to sexipyridazine. Crystallographic, spectroscopic, and computational evidence indicate that in these analogues, hindrance at the ortho position is relaxed relative to poly(phenylenes). The resulting building blocks are promising for incorporation in conjugated electronics materials, and as new iptycene-derived ligands for transition metals.

  DOI：

  10.1021/jo702000d

文献信息

• High internal free volume compositions for low-k dielectric and other applications
  申请人：Swager M. Timothy

  公开号：US20070117954A1

  公开（公告）日：2007-05-24

  The present invention provides materials, devices, and methods involving new heterocyclic, shape-persistent monomeric units with internal free volume. In some cases, materials the present invention may comprise monomers, oligomers, or polymers that incorporate a heterocyclic, shape-persistent iptycene. The present invention may provide materials having low dielectric constants and improved stability at high operating temperatures due to the electron-poor character of materials. In addition, compositions of the invention may be easily synthesized and readily modified to suit a particular application.

  本发明提供了涉及新的杂环、形状稳定的单体单元和内部自由体积的材料、器件和方法。在某些情况下，本发明的材料可能包括单体、寡聚体或聚合物，其中包含一个杂环、形状稳定的iptycene。由于材料的电子贫性特征，本发明提供的材料具有低介电常数和在高操作温度下的改进稳定性。此外，本发明的组合物可以很容易地合成并很容易地修改以适应特定的应用。
• US7671166B2
  申请人：——

  公开号：US7671166B2

  公开（公告）日：2010-03-02