2,6-(2,2'-dinitrostyryl)benzene | 1071682-22-8

• 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: 2,6-(2,2'-dinitrostyryl)benzene
• CAS: 1071682-22-8
• 化学式: C₂₂H₁₆N₂O₄
• 分子量: 372.38
• InChiKey: RULMKQUDKSVTAJ-QUMQEAAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.84
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.28
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,6-(2,2'-dinitrostyryl)benzene 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以96%的产率得到2,2'-(1,3-phenylenebis(ethane-2,1-diyl))dianiline
  参考文献：
  名称：

  Axial Donating Ligands: A New Strategy for Late Transition Metal Olefin Polymerization Catalysis

  摘要：

  An alpha-diimine ligand (1) containing an axial donating pyridine group is developed for late metal polymerization catalysis. Despite having no substitution on the bottom face of the ligand, the nickel and palladium complexes of 1 are highly active for ethylene polymerization, producing linear high molecular weight polymers. For example, 1-NiBr(2) (3) forms PR with a M(n) of up to 109 224 g/mol with 1.4 branches/1000 C's. Similarly, 1-PdMeCl (5) forms PE with a M(n) of up to 880 379 g/mol with 5.1 branches/1000 C's. In sharp contrast, catalysts containing the control ligand (2) consisting of a noncoordinating phenyl group gave only low molecular weight branched oligomers. It is observed that AlMe(2)Cl plays a specific role in generating the active species for the pyridine-based complexes. Presumably, the pyridine group may interact with AlMe(2)Cl to form a bimetallic species which suppresses the beta-hydride elimination process, hence resulting in reduced chain transfer and more linear structure.

  DOI：

  10.1021/ja8017847
• 作为产物：
  描述：

  1,3-二乙烯苯 、 1-溴-2-硝基苯 在 bis-triphenylphosphine-palladium(II) chloride potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以55%的产率得到2,6-(2,2'-dinitrostyryl)benzene
  参考文献：
  名称：

  Axial Donating Ligands: A New Strategy for Late Transition Metal Olefin Polymerization Catalysis

  摘要：

  An alpha-diimine ligand (1) containing an axial donating pyridine group is developed for late metal polymerization catalysis. Despite having no substitution on the bottom face of the ligand, the nickel and palladium complexes of 1 are highly active for ethylene polymerization, producing linear high molecular weight polymers. For example, 1-NiBr(2) (3) forms PR with a M(n) of up to 109 224 g/mol with 1.4 branches/1000 C's. Similarly, 1-PdMeCl (5) forms PE with a M(n) of up to 880 379 g/mol with 5.1 branches/1000 C's. In sharp contrast, catalysts containing the control ligand (2) consisting of a noncoordinating phenyl group gave only low molecular weight branched oligomers. It is observed that AlMe(2)Cl plays a specific role in generating the active species for the pyridine-based complexes. Presumably, the pyridine group may interact with AlMe(2)Cl to form a bimetallic species which suppresses the beta-hydride elimination process, hence resulting in reduced chain transfer and more linear structure.

  DOI：

  10.1021/ja8017847