2-acetyl-1,10-phenanthroline 2,6-diisopropylanil | 876126-76-0

• 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-acetyl-1,10-phenanthroline 2,6-diisopropylanil
• 英文别名: 1,10-C12H7N2CMe=N(2,6-(i-Pr)2C6H3)；N-[2,6-di(propan-2-yl)phenyl]-1-(1,10-phenanthrolin-2-yl)ethanimine
• CAS: 876126-76-0
• 化学式: C₂₆H₂₇N₃
• 分子量: 381.52
• InChiKey: RBVVHJRIKHMLRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  38.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  nickel(II) chloride hexahydrate 、 2-acetyl-1,10-phenanthroline 2,6-diisopropylanil 以 乙醇 为溶剂， 以90%的产率得到dichloro(2-acetyl-1,10-phenanthroline(2,6-diisopropylanil))nickel(II)
  参考文献：
  名称：

  Synthesis, characterization and ethylene oligomerization studies of nickel complexes bearing 2-imino-1,10-phenanthrolines

  摘要：

  A series of nickel (11) complexes ligated by 2-imino-1,10-phenanthrolines were synthesized and characterized by elemental and spectroscopic analysis as well as by single-crystal X-ray crystallography. X-ray crystallographic analysis reveals complexes 3, 5, 7 and 11 as the five-coordinated distorted trigonal-bipyramidal geometry. Upon activation with Et(2)AlCl, these complexes exhibited considerably high activity for ethylene oligomerization (up to 3.76 x 10(7) g mol(-1) (Ni) h(-1) for 12 with 10 equiv. of PPh(3)). The ligand environment and reaction conditions significantly affect the catalytic activity of their nickel complexes. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.06.028

文献信息

• Iron Complexes Bearing 2-Imino-1,10-phenanthrolinyl Ligands as Highly Active Catalysts for Ethylene Oligomerization
  作者：Wen-Hua Sun、Suyun Jie、Shu Zhang、Wen Zhang、Yingxia Song、Hongwei Ma、Jiutong Chen、Katrin Wedeking、Roland Fröhlich

  DOI：10.1021/om050891p

  日期：2006.1.1

  diffraction analysis. Activated with methylaluminoxane (MAO) or modified methylaluminoxane (MMAO), these iron(II) complexes show high catalytic activities up to 8.95 × 107 g mol-1(Fe) h-1 for ethylene oligomerization. The distribution of oligomers produced follows Schluz−Flory rules with high selectivity for α-olefins. Both the steric and electronic effects of coordinative ligands affect the catalytic

  合成了一系列由2-亚氨基-1,10-菲咯啉基配体LFeCl 2（L = 2-（ArN CR）-1,10-phen）连接的铁配合物，并通过元素和光谱分析以及X进行了充分表征射线衍射分析。这些铁（II）配合物被甲基铝氧烷（MAO）或改性甲基铝氧烷（MMAO）活化，显示出高达8.95×10 7 g mol - 1（Fe）h - 1的高催化活性。用于乙烯低聚。产生的低聚物的分布遵循对α-烯烃具有高选择性的Schluz-Flory规则。配位体的空间和电子效应都影响催化活性和催化产物的性质。还研究了反应条件的参数以探索这些配合物的催化潜力。
• Electronically variable imino-phenanthrolinyl-cobalt complexes; synthesis, structures and ethylene oligomerisation studies
  作者：Jérémie D.A. Pelletier、Yohan D.M. Champouret、Jesus Cadarso、Lucy Clowes、Marcos Gañete、Kuldip Singh、Vakesan Thanarajasingham、Gregory A. Solan

  DOI：10.1016/j.jorganchem.2006.06.018

  日期：2006.9

  The 2-imino-1,10-phenanthroline ligands, 1,10-C12H7N2-2-CR=N(2,6-i-Pr-2-4-R-1-C6H2) [R = R-1 = H (L1); R = H, R-1 = Br (L2); R = H, R-1 = CN (L3); R = H, R-1 = i-Pr (L4); R = Me, R-1 = H (L5); R = Me, R-1 = i-Pr (L6)], have been prepared in high yield from the condensation reaction of 1,10-C12H7N2-2-CR=O (R = H, Me) with one equivalent of the corresponding 4-substituted 2,6-diisopro-pylaniline. The molecular structures of L2, L5 and L6 reveal the imino nitrogen atoms to adopt a transoid configuration with respect to the phenanthrolinyl nitrogen atoms. Treatment of Lx with one equivalent of CoCl2 in n-BuOH at 90 degrees C gives the high spin complexes, (Lx)CoCl2 [Lx = L1 (1a), L2 (1b), L3 (1c), L4 (1d), L5 (le), L6 (1f)], in which the metal centres exhibit distorted square pyramidal geometries. Activation of la-If with excess methylaluminoxane (MAO) gives catalysts that are modestly active for the oligomerisation of ethylene affording mainly linear alpha-olefins along with some degree of internal olefins. While the donor capability of the 4-position of the N-aryl group does not appear to affect the activity of the catalyst, it does have an influence on the ratio of a-olefins to internal olefins. Single crystal X-ray diffraction studies have been performed on L2, L5, L6, 1a, 1c and 1f (c) 2006 Elsevier B.V. All rights reserved.
• Chromium(III) complexes bearing 2-imino-1,10-phenanthrolines: Synthesis, molecular structures and ethylene oligomerization and polymerization
  作者：Shu Zhang、Suyun Jie、Qisong Shi、Wen-Hua Sun

  DOI：10.1016/j.molcata.2007.07.012

  日期：2007.10

  A series of chromium(III) complexes ligated by tridentate ligands of 2-imino-1,10-phenanthrolines, LCrCl3 (L=2-(2,6-(R')(2)C6H3N=CR)-1,10-phen) was synthesized and characterized by elemental and spectroscopic analyses as well as single-crystal X-ray crystallography. X-ray crystallographic analysis of 2 (R=Ph, R-1=Et), 4 (R=Me,R-1=Me) and 12 (R=H, R-1=i-Pr)reveals that the geometry around the chromium atom is octahedral. Upon activation with MAO, these complexes exhibited high activities for ethylene oligornerization (up to 1.15 x 10(7) gmol(-1) (Cr)h(-1)) and moderate activities for ethylene polymerization. The oligomers and polymers obtained were alpha-olefins, and the distribution of oligomers resembled the Schultz-Flory rule. Various reaction parameters were investigated in detail, and the results revealed that both the steric and electric effects of ligands affected the catalytic activities of their chromium complexes as well as the distribution of the products. (c) 2007 Elsevier B.V. All rights reserved.
• Synthesis, characterization and ethylene oligomerization studies of nickel complexes bearing 2-imino-1,10-phenanthrolines
  作者：Wen-Hua Sun、Shu Zhang、Suyun Jie、Wen Zhang、Yan Li、Hongwei Ma、Jiutong Chen、Katrin Wedeking、Roland Fröhlich

  DOI：10.1016/j.jorganchem.2006.06.028

  日期：2006.10

  A series of nickel (11) complexes ligated by 2-imino-1,10-phenanthrolines were synthesized and characterized by elemental and spectroscopic analysis as well as by single-crystal X-ray crystallography. X-ray crystallographic analysis reveals complexes 3, 5, 7 and 11 as the five-coordinated distorted trigonal-bipyramidal geometry. Upon activation with Et(2)AlCl, these complexes exhibited considerably high activity for ethylene oligomerization (up to 3.76 x 10(7) g mol(-1) (Ni) h(-1) for 12 with 10 equiv. of PPh(3)). The ligand environment and reaction conditions significantly affect the catalytic activity of their nickel complexes. (c) 2006 Elsevier B.V. All rights reserved.