1,3-bis((4-bromophenyl)-ethynyl)benzene | 1333334-43-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,3-bis((4-bromophenyl)-ethynyl)benzene
• CAS: 1333334-43-2
• 化学式: C₂₂H₁₂Br₂
• 分子量: 436.145
• InChiKey: KIFUEESXQJJYLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  24.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1,3-bis((4-bromophenyl)-ethynyl)benzene 、 3-吡啶硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 caesium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 24.0h， 以10%的产率得到1,3-bis((4-(pyridin-3-yl)phenyl)ethynyl)benzene
  参考文献：
  名称：

  Synthesis and Properties of Metal–Ligand Complexes with Endohedral Amine Functionality

  摘要：

  A series of tetracationic M2L4 palladium-pyridyl complexes with endohedral amine functionality have been synthesized. The complexes were analyzed by NMR techniques (including Diffusion NMR and 2D NOESY), electrospray ionization (ESI) mass spectrometry, and X-ray crystallography. The solid state analysis shows a large change in crystal morphology upon introduction of the endohedral amine groups, caused by deleterious interactions between the amines and the triflate counterions from the coordination process. Combination of different ligands allows analysis of ligand exchange rates via NMR analysis, with half-lives on the order of 3 h, independent of the donor properties of the ligand. Self-sorting behavior is observed, with more electron-rich ligands being favored. The amine-containing and extended complexes are strongly fluorescent, giving quantum yields of up to 83%.

  DOI：

  10.1021/ic201092s
• 作为产物：
  描述：

  对溴碘苯 、 1,3-二乙炔苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二异丙胺 作用下， 反应 30.0h， 以85%的产率得到1,3-bis((4-bromophenyl)-ethynyl)benzene
  参考文献：
  名称：

  Synthesis and Properties of Metal–Ligand Complexes with Endohedral Amine Functionality

  摘要：

  A series of tetracationic M2L4 palladium-pyridyl complexes with endohedral amine functionality have been synthesized. The complexes were analyzed by NMR techniques (including Diffusion NMR and 2D NOESY), electrospray ionization (ESI) mass spectrometry, and X-ray crystallography. The solid state analysis shows a large change in crystal morphology upon introduction of the endohedral amine groups, caused by deleterious interactions between the amines and the triflate counterions from the coordination process. Combination of different ligands allows analysis of ligand exchange rates via NMR analysis, with half-lives on the order of 3 h, independent of the donor properties of the ligand. Self-sorting behavior is observed, with more electron-rich ligands being favored. The amine-containing and extended complexes are strongly fluorescent, giving quantum yields of up to 83%.

  DOI：

  10.1021/ic201092s