2-benzoyl-1,10-phenanthroline 2,6-diethylanil | 876126-92-0

• 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-benzoyl-1,10-phenanthroline 2,6-diethylanil
• 英文别名: N-(2,6-diethylphenyl)-1-(1,10-phenanthrolin-2-yl)-1-phenylmethanimine
• CAS: 876126-92-0
• 化学式: C₂₉H₂₅N₃
• 分子量: 415.538
• InChiKey: LVMFUHHGNSONBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  trichlorotritetrahydrofuran chromium(III) 、 2-benzoyl-1,10-phenanthroline 2,6-diethylanil 以 二氯甲烷 为溶剂， 以82%的产率得到(2-benzoyl-1,10-phenanthroline(2,6-diethylanil))trichlorochromium(III)
  参考文献：
  名称：

  Chromium(III) complexes bearing 2-imino-1,10-phenanthrolines: Synthesis, molecular structures and ethylene oligomerization and polymerization

  摘要：

  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.

  DOI：

  10.1016/j.molcata.2007.07.012
• 作为产物：
  描述：

  benzyllithium 在 水 、 对甲苯磺酸 作用下， 以 正己烷 、 甲苯 为溶剂， -60.0~210.0 ℃ 、1.33 kPa 条件下， 反应 62.25h， 生成 2-benzoyl-1,10-phenanthroline 2,6-diethylanil
  参考文献：
  名称：

  一种乙烯齐聚的方法

  摘要：

  本发明公开了一种乙烯齐聚方法，所述乙烯在包含式(I)所示的氯化2‑苯甲酰基‑1,10‑菲咯啉缩胺合铁(II)配合物主催化剂、含铝助催化剂、水和有机溶剂的反应体系中进行齐聚反应，所述有机溶剂为Cn(4＜n≤10))的α‑烯烃，式中，R1‑R5各自独立地选自氢、C1‑C6烷基、卤素、C1‑C6烷氧基和硝基。本发明克服了技术偏见，优化了齐聚反应工艺，不仅齐聚活性高，而且使乙烯齐聚反应工艺引发迅速、运行稳定、低毒环保，催化效果和成本得到较好的平衡，实用性强；使得乙烯齐聚反应成本大幅下降，综合考虑催化效果和生产成本，工业化前景广阔。

  公开号：

  CN104628503B

文献信息

• 一种乙烯齐聚的方法
  申请人：中国石油化工股份有限公司

  公开号：CN104628503B

  公开（公告）日：2016-08-17

  本发明公开了一种乙烯齐聚方法，所述乙烯在包含式(I)所示的氯化2‑苯甲酰基‑1,10‑菲咯啉缩胺合铁(II)配合物主催化剂、含铝助催化剂、水和有机溶剂的反应体系中进行齐聚反应，所述有机溶剂为Cn(4＜n≤10))的α‑烯烃，式中，R1‑R5各自独立地选自氢、C1‑C6烷基、卤素、C1‑C6烷氧基和硝基。本发明克服了技术偏见，优化了齐聚反应工艺，不仅齐聚活性高，而且使乙烯齐聚反应工艺引发迅速、运行稳定、低毒环保，催化效果和成本得到较好的平衡，实用性强；使得乙烯齐聚反应成本大幅下降，综合考虑催化效果和生产成本，工业化前景广阔。
• 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。
• 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.
• N ortho acyl substituted nitrogen-containing heterocyclic compound and process for preparing aminal iron (II) complexes thereof
  申请人：Liu Jun

  公开号：US09266982B2

  公开（公告）日：2016-02-23

  Provided are a process for preparing an N ortho acyl substituted nitrogen-containing heterocyclic compound and an aminal iron (II) complex thereof, and the use of the complexes obtained by the process in an olefin oligomerization catalyst. The N ortho acyl substituted nitrogen-containing heterocyclic compound in the present invention is for example 2-acyl-1,10-phenanthroline or 2,6-diacetyl pyridine as shown in formula b, and the N ortho acyl substituted nitrogen-containing heterocyclic compound in the present invention is produced by a reaction of a precursor thereof in a substituted or unsubstituted nitrobenzene. Preferably the precursor shown in formula I in the present invention is produced by 1,10-phenanthroline reacting with trialkyl aluminum, or a halogenoalkyl aluminum RnAIXm, or a substituted or unsubstituted benzyl lithium Ph′CH2Li, followed by hydrolysis. The preparation method provided in the present invention has a few synthetic steps, an easy process, a low toxic effect, and reduces the preparation costs of the catalyst, and has a promising outlook in the industrial application.

  提供了一种制备N-邻酰基取代的含氮杂环化合物及其酰胺铁（II）络合物的过程，以及所述过程获得的络合物在烯烃寡聚催化剂中的应用。本发明中的N-邻酰基取代的含氮杂环化合物例如为2-酰基-1,10-邻菲啰啉或2,6-二乙酰吡啶，如b式所示，本发明中的N-邻酰基取代的含氮杂环化合物是通过在取代或未取代的硝基苯中对其前体进行反应而产生的。本发明中所提供的前体如式I所示，可由1,10-邻菲啰啉与三烷基铝或卤代烷基铝RnAIXm或取代或未取代苄基锂Ph′CH2Li反应，随后进行水解得到。本发明提供的制备方法具有较少的合成步骤，简便的工艺，低毒性效应，降低了催化剂的制备成本，并在工业应用中展现出良好的前景。
• 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.