2,9-diformyl-1,10-phenanthrolinebis(2,6-diisopropylanil) | 478813-34-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 2,9-diformyl-1,10-phenanthrolinebis(2,6-diisopropylanil)
• 英文别名: 2,9-bis[(2,6-diisopropylphenylimino)methyl]phenanthroline；N-[2,6-di(propan-2-yl)phenyl]-1-[9-[[2,6-di(propan-2-yl)phenyl]iminomethyl]-1,10-phenanthrolin-2-yl]methanimine
• CAS: 478813-34-2
• 化学式: C₃₈H₄₂N₄
• 分子量: 554.778
• InChiKey: WGRKAVHEQIPCQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  50.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  iron(II) chloride 、 2,9-diformyl-1,10-phenanthrolinebis(2,6-diisopropylanil) 以 四氢呋喃 为溶剂， 以73%的产率得到1,9-bis[(2,6-diisopropylphenylimino)methyl]phenanthrolineiron dichloride
  参考文献：
  名称：

  The role of bulky substituents in the polymerization of ethylene using late transition metal catalysts: a comparative study of nickel and iron catalyst systems

  摘要：

  A series of nickel(II) and iron(II) complexes of the general formula [LMX2] containing bidentate (for M = Ni) and tridentate (for M = Fe) heterocycle-imine ligands L have been synthesized and characterized. Compared to the well-known alpha-diimine nickel and bis(imino)pyridine iron catalysts, these systems contain a bulky imine substituent on one side and a non-bulky N-heterocycle on the other. Depending on the ligand and the conditions used, either four- or five-coordinate complexes are obtained in the case of nickel. Iron complexes are generally five-coordinate, even with potentially tetradentate ligands. Activation of these precatalysts with MAO affords active catalyst systems for the oligomerization/polymerization of ethylene. Compared to alpha-diimine nickel and bis(imino)pyridine iron catalysts, both- metal systems provide only half of the steric protection and consequently the catalytic activities and the degree of polymerization are significantly lower. Lower activities are attributed to a reduced stability of the active species under polymerization conditions, whereas the lower molecular weights are a result of increased beta-H transfer rates. Variations within the heterocyclic component of the ligand reveal that both steric and electronic factors influence the polymerization behavior of these catalysts. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(02)01293-8
• 作为产物：
  描述：

  2,6-二异丙基苯胺 、 1,10-菲啰啉-2,9-二甲醛 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以62%的产率得到2,9-diformyl-1,10-phenanthrolinebis(2,6-diisopropylanil)
  参考文献：
  名称：

  Late transition metal complexes bearing 2,9-bis(imino)-1,10-phenanthrolinyl ligands: synthesis, characterization and their ethylene activity

  摘要：

  A series of iron, cobalt and nickel halide complexes, LMX2 (M = Fe, X = Cl; M = Co, X = Cl, M = N-1, X = Br) bearing 2,9-bis(imino)-1,10-phenanthrolinyl ligands [L = 2,9-(ArNCH)(2)C12H6N2] were synthesized. The solid-state structures of 4 and 7 have been determined by single-crystal X-ray diffraction study. Treatment of the complexes LMX2 with methylaluminoxane (MAO) leaded to activate ethylene as oligomerization catalysts. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)01623-6

文献信息

• The role of bulky substituents in the polymerization of ethylene using late transition metal catalysts: a comparative study of nickel and iron catalyst systems
  作者：George J.P Britovsek、Simon P.D Baugh、Olivier Hoarau、Vernon C Gibson、Duncan F Wass、Andrew J.P White、David J Williams

  DOI：10.1016/s0020-1693(02)01293-8

  日期：2003.3

  A series of nickel(II) and iron(II) complexes of the general formula [LMX2] containing bidentate (for M = Ni) and tridentate (for M = Fe) heterocycle-imine ligands L have been synthesized and characterized. Compared to the well-known alpha-diimine nickel and bis(imino)pyridine iron catalysts, these systems contain a bulky imine substituent on one side and a non-bulky N-heterocycle on the other. Depending on the ligand and the conditions used, either four- or five-coordinate complexes are obtained in the case of nickel. Iron complexes are generally five-coordinate, even with potentially tetradentate ligands. Activation of these precatalysts with MAO affords active catalyst systems for the oligomerization/polymerization of ethylene. Compared to alpha-diimine nickel and bis(imino)pyridine iron catalysts, both- metal systems provide only half of the steric protection and consequently the catalytic activities and the degree of polymerization are significantly lower. Lower activities are attributed to a reduced stability of the active species under polymerization conditions, whereas the lower molecular weights are a result of increased beta-H transfer rates. Variations within the heterocyclic component of the ligand reveal that both steric and electronic factors influence the polymerization behavior of these catalysts. (C) 2002 Elsevier Science B.V. All rights reserved.
• Late transition metal complexes bearing 2,9-bis(imino)-1,10-phenanthrolinyl ligands: synthesis, characterization and their ethylene activity
  作者：Leyong Wang、Wen-Hua Sun、Lingqin Han、Haijian Yang、Youliang Hu、Xianglin Jin

  DOI：10.1016/s0022-328x(02)01623-6

  日期：2002.9

  A series of iron, cobalt and nickel halide complexes, LMX2 (M = Fe, X = Cl; M = Co, X = Cl, M = N-1, X = Br) bearing 2,9-bis(imino)-1,10-phenanthrolinyl ligands [L = 2,9-(ArNCH)(2)C12H6N2] were synthesized. The solid-state structures of 4 and 7 have been determined by single-crystal X-ray diffraction study. Treatment of the complexes LMX2 with methylaluminoxane (MAO) leaded to activate ethylene as oligomerization catalysts. (C) 2002 Elsevier Science B.V. All rights reserved.