acenaphthylene-(1,2-diylidene)bis-2-methoxyaniline | 264927-00-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: acenaphthylene-(1,2-diylidene)bis-2-methoxyaniline
• 英文别名: 1-N,2-N-bis[2-(trifluoromethyl)phenyl]acenaphthylene-1,2-diimine
• CAS: 264927-00-6
• 化学式: C₂₆H₁₄F₆N₂
• 分子量: 468.401
• InChiKey: RCRUROMAWMLISH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  34
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  乙二醇二甲醚溴化镍 、 acenaphthylene-(1,2-diylidene)bis-2-methoxyaniline 以 二氯甲烷 为溶剂， 生成 acenaphthylene-(1,2-diylidene)bis(2-trifluoromethyl)nickel(II) bromide
  参考文献：
  名称：

  Designing and Refining Ni(II)diimine Catalysts Toward the Controlled Synthesis of Electron-Deficient Conjugated Polymers

  摘要：

  Electron-deficient pi-conjugated polymers are important for organic electronics, yet the ability to polymerize electron-deficient monomers in a controlled manner is challenging. Here we show that Ni(II)diimine catalysts are well suited for the controlled polymerization of electron-deficient heterocycles. The relative stability of the calculated catalyst monomer (or catalyst-chain end) complex directly influences the polymerization. When the complex is predicted to be most stable (139.2 kJ/mol), these catalysts display rapid reaction kinetics, leading to relatively low polydispersities (similar to 1.5) chain lengths that are controlled by monomer:catalyst ratio, controlled monomer consumption up to 60% conversion, linear chain length growth up to 40% conversion, and 'living' chain ends that can be readily extended by adding more monomer. These are desirable features that highlight the importance of catalyst design for the synthesis of new conjugated polymers.

  DOI：

  10.1021/ja4073904
• 作为产物：
  描述：

  苊醌 、 邻氨基三氟甲苯 在 硫酸 作用下， 以 甲苯 为溶剂， 反应 72.0h， 生成 acenaphthylene-(1,2-diylidene)bis-2-methoxyaniline
  参考文献：
  名称：

  Designing and Refining Ni(II)diimine Catalysts Toward the Controlled Synthesis of Electron-Deficient Conjugated Polymers

  摘要：

  Electron-deficient pi-conjugated polymers are important for organic electronics, yet the ability to polymerize electron-deficient monomers in a controlled manner is challenging. Here we show that Ni(II)diimine catalysts are well suited for the controlled polymerization of electron-deficient heterocycles. The relative stability of the calculated catalyst monomer (or catalyst-chain end) complex directly influences the polymerization. When the complex is predicted to be most stable (139.2 kJ/mol), these catalysts display rapid reaction kinetics, leading to relatively low polydispersities (similar to 1.5) chain lengths that are controlled by monomer:catalyst ratio, controlled monomer consumption up to 60% conversion, linear chain length growth up to 40% conversion, and 'living' chain ends that can be readily extended by adding more monomer. These are desirable features that highlight the importance of catalyst design for the synthesis of new conjugated polymers.

  DOI：

  10.1021/ja4073904