1,2,4-三(4-联苯)苯 | 115720-41-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 中文名称: 1,2,4-三(4-联苯)苯
• 英文名称: 4''-([1,1'-biphenyl]-4-yl)-1,1':4',1'':2'',1''':4''',1''''-quinquephenyl
• 英文别名: 1,2,4-tris(4-biphenyl)benzene；1,2,4-Tris(4-phenylphenyl)benzene
• CAS: 115720-41-7
• 化学式: C₄₂H₃₀
• 分子量: 534.7
• InChiKey: CDNPZQQIGRLGDK-UHFFFAOYSA-N

物化性质

• 沸点：
  738.8±55.0 °C(Predicted)
• 密度：
  1.111±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.5
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  4-乙炔联苯 在 C₂₃H₂₂Cl₂FeN₄ 、 zinc(II) iodide 、 锌 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以89%的产率得到1,2,4-三(4-联苯)苯
  参考文献：
  名称：

  Highly regioselective cyclotrimerization of terminal alkynes catalyzed by Fe(II) complexes bearing 2-(benzimidazolyl)-6-(1-(arylimino)ethyl)pyridines

  摘要：

  FeCl2 ligated with 2-(benzimidazolyl)-6-(1-(arylimino)ethyl)pyridine in the presence of zinc powder and zinc iodide could effectively catalyze cyclotrimerization of intermolecular alkynes to afford benzene derivatives in high regioselectivity. The synthetic usefulness of this catalytic system consisting of Fe(II) complex C1, Zn and Znl(2) in acetonitrile was tested with various terminal alkynes. In the cases of using aryl substituted alkynes, the 1,2,4-trisubstituted benzenes 2 were found to be the major products. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2010.11.013

文献信息

• Transition-Metal-Free Synthesis of Homo- and Hetero-1,2,4-Triaryl Benzenes by an Unexpected Base-Promoted Dearylative Pathway
  作者：Mohammad Rehan、Sanjay Maity、Lalit Kumar Morya、Kaushik Pal、Prasanta Ghorai

  DOI：10.1002/anie.201511424

  日期：2016.6.27

  γ‐di‐aryl propanones. The salient feature of this strategy involves the sequential hydride transfer, regiospecific condensation, regiospecific dearylation, and aromatization under metal‐free reaction conditions. The synthesis of unsymmetrically substituted triphenylenes by oxidative coupling of the synthesized 1,2,4‐triaryl benzenes has also been demonstrated.

  通过简单的碱介导的α-芳基肉桂醇或α，γ-二芳基丙烷的反应，已经开发出一种空前的合成均，杂1,2,4-三芳基苯的方法。该策略的显着特征包括连续的氢化物转移，区域特异性缩合，区域特异性脱芳基化和在无金属反应条件下的芳构化。还证明了通过合成的1,2,4-三芳基苯的氧化偶联合成不对称取代的亚苯撑。
• Cyclotrimerization of terminal alkynes catalyzed by the system of NiCl2/Zn and (benzimidazolyl)-6-(1-(arylimino)ethyl)pyridines
  作者：Chanjuan Xi、Zelin Sun、Yongbing Liu

  DOI：10.1039/c3dt51674a

  日期：——

  An effective regioselective cyclotrimerization of terminal alkynes is achieved by the direct utilization of NiCl2·6H2O, Zn, and 2-(benzimidazolyl)-6-(1-(arylimino)ethyl)pyridine in one step under ambient temperature.

  在室温下，通过一步法直接利用NiCl2·6H2O、Zn和2-(苯并咪唑基)-6-(1-(芳基亚胺)乙基)吡啶，实现了末端炔烃的高效区域选择性环三聚化反应。