2,3-bis[N,N-(2,3,5,6-tetrafluorophenyl)imino]butane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3-bis[N,N-(2,3,5,6-tetrafluorophenyl)imino]butane
• 英文别名: 2,3-bis[N,N-(2,3,5,6-tetrafuorophenyl)imino]butane；2-N,3-N-bis(2,3,5,6-tetrafluorophenyl)butane-2,3-diimine
• 化学式: C₁₆H₈F₈N₂
• 分子量: 380.24
• InChiKey: XFEZBZWFXTVQSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,3-bis[N,N-(2,3,5,6-tetrafluorophenyl)imino]butane 、 nickel dibromide 以 甲醇 为溶剂， 反应 24.0h， 以79%的产率得到{2,3-bis[N,N-(2,3,5,6-tetrafluorophenyl)imino]butane}NiBr2
  参考文献：
  名称：

  New α-diimine nickel complexes—Synthesis and catalysis of alkene oligomerization reactions

  摘要：

  Three alpha-diimine complexes of Ni-II of the general formula {2,3-bis[N,N-(aryl)imino]butane}NiBr2 with aryl groups 2,3,5,6-F-4-C6H, 2-CF3-C6H4 and 2,4-(CH3)(2)-C6H3 were synthesized and used as catalyst precursors in oligomerization reactions of ethylene and propylene. Oligomerization catalysts were produced by activating the complexes with AlEt2Cl, Al2Et3Cl3, and with combinations of these compounds and PPh3. The catalysts convert ethylene into low molecular-weight materials (liquids and waxes) with oligomer chains containing 15-20 mol.% of methyl branches and 4-6 mol.% of ethyl branches, which are apparently produced in "chain-walking" reactions of active centers along oligomer chains. Oligomerization of propylene yields a variety of light products, mostly dimers, which are formed in primary and secondary insertion reactions of propylene into Ni-H and Ni-C bonds in active centers. Reaction schemes of oligomer formation are discussed. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2016.07.024
• 作为产物：
  描述：

  2,3,5,6-四氟苯胺 、 2,3-丁二酮 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 40.0h， 生成 2,3-bis[N,N-(2,3,5,6-tetrafluorophenyl)imino]butane
  参考文献：
  名称：

  新型镍（II）八氟-α-二亚胺配合物的合成，表征及乙烯低聚行为

  摘要：

  摘要合成了一种新的α-二亚胺型配体– 1并对其进行了充分表征。它与NiBr2反应形成相应的络合物，并通过元素分析，NMR和红外光谱进行了表征。根据X射线络合物从甲醇水溶液中结晶为水合二聚体，具有离子结构（L2Ni2Br3·2Н2О）+ Br-和扭曲的镍原子八面体环境。用Et3Al2Cl3或Et2AlCl活化的预催化剂在乙烯低聚反应中显示出良好的活性。在Et3Al2Cl3的存在下，对α-烯烃的选择性很高。在基于Ni（II）的体系中添加PPh3可提高催化活性，并将选择性从末端烯烃转换为内部烯烃。

  DOI：

  10.1016/j.ica.2015.12.005

文献信息

• Synthesis, characterization and ethylene oligomerization behavior of new nickel(II) octofluoro-α-diimine complex
  作者：Vladislav A. Tuskaev、Svetlana C. Gagieva、Dmitrii A. Kurmaev、Tamara M. Zvukova、Ivan V. Fedyanin、Boris M. Bulychev

  DOI：10.1016/j.ica.2015.12.005

  日期：2016.3

  Abstract A new α-diimine-type ligand – 1 was synthesized and fully characterized. It reacted with NiBr2 to form the corresponding complex which was characterized by elemental analysis, NMR and infrared spectroscopy. According to the X-ray complex crystallizes from aqueous methanol as the hydrated dimer with ionic structure (L2Ni2Br3·2Н2О)+Br− and distorted octahedral environment of nickel atoms. Pre-catalyst

  摘要合成了一种新的α-二亚胺型配体– 1并对其进行了充分表征。它与NiBr2反应形成相应的络合物，并通过元素分析，NMR和红外光谱进行了表征。根据X射线络合物从甲醇水溶液中结晶为水合二聚体，具有离子结构（L2Ni2Br3·2Н2О）+ Br-和扭曲的镍原子八面体环境。用Et3Al2Cl3或Et2AlCl活化的预催化剂在乙烯低聚反应中显示出良好的活性。在Et3Al2Cl3的存在下，对α-烯烃的选择性很高。在基于Ni（II）的体系中添加PPh3可提高催化活性，并将选择性从末端烯烃转换为内部烯烃。
• New α-diimine nickel complexes—Synthesis and catalysis of alkene oligomerization reactions
  作者：Laura A. Rishina、Yury V. Kissin、Svetlana S. Lalayan、Svetlana C. Gagieva、Dmitri A. Kurmaev、Vladislav A. Tuskaev、Boris M. Bulychev

  DOI：10.1016/j.molcata.2016.07.024

  日期：2016.11

  Three alpha-diimine complexes of Ni-II of the general formula 2,3-bis[N,N-(aryl)imino]butane}NiBr2 with aryl groups 2,3,5,6-F-4-C6H, 2-CF3-C6H4 and 2,4-(CH3)(2)-C6H3 were synthesized and used as catalyst precursors in oligomerization reactions of ethylene and propylene. Oligomerization catalysts were produced by activating the complexes with AlEt2Cl, Al2Et3Cl3, and with combinations of these compounds and PPh3. The catalysts convert ethylene into low molecular-weight materials (liquids and waxes) with oligomer chains containing 15-20 mol.% of methyl branches and 4-6 mol.% of ethyl branches, which are apparently produced in "chain-walking" reactions of active centers along oligomer chains. Oligomerization of propylene yields a variety of light products, mostly dimers, which are formed in primary and secondary insertion reactions of propylene into Ni-H and Ni-C bonds in active centers. Reaction schemes of oligomer formation are discussed. (C) 2016 Elsevier B.V. All rights reserved.