2-methoxyphenyl-N-((5-methylfuran-2-yl)methylene)methanamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-methoxyphenyl-N-((5-methylfuran-2-yl)methylene)methanamine
• 英文别名: N-[(2-methoxyphenyl)methyl]-1-(5-methylfuran-2-yl)methanimine
• 化学式: C₁₄H₁₅NO₂
• 分子量: 229.279
• InChiKey: PVYRWUUKRZDUKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  34.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trichlorotris(tetrahydrofuran)chromium(III) 、 2-methoxyphenyl-N-((5-methylfuran-2-yl)methylene)methanamine 以 四氢呋喃 为溶剂， 反应 3.0h， 以56%的产率得到
  参考文献：
  名称：

  Synthesis, Characterization and Ethylene Oligomerization Studies of Chromium Complexes Bearing Imino-Furfural Ligands

  摘要：

  Uma serie de complexos de cromo(III) contendo ligantes imina-furfural (Cr1-Cr4) foram sintetizados e caracterizados por espectrometria de massas de alta resolucao (HRMS). Todos os pre-catalisadores de cromo, ativados com metilaluminoxano (MAO), apresentaram atividade moderada na oligomerizacao do etileno [frequencia de rotacao (TOF) = 11.800-23.200 mol(etileno) mol(Cr)(-1) h(-1))] produzindo oligomeros na faixa de C-4-C12+ e com boa seletividade para olefinas-alpha. Os pre-catalisadores de cromo(III) formados in situ pela combinacao do ligante imina-furfural L-1 com [CrCl3(THF)(3)] ou [Cr(acac)(3)] apresentaram baixas atividades, produzindo oligomeros juntamente com quantidades variaveis de polietileno. A utilizacao de diferentes compostos de cromo e cocatalisadores influenciam a atividade bem como a seletividade para a producao de olefinas-a, o que sugere que diferentes especies cataliticas sao formadas.A series of chromium(III) complexes bearing imino-furfural ligands (Cr-1-Cr-4) were synthesized and characterized by high-resolution mass spectrometry (HRMS). All chromium precatalysts, activated with methylaluminoxane (MAO), exhibited moderate to high activities for ethylene oligomerization [turnover frequency (TOF) = 11,008-23,200 mol(ethylene) mol(Cr)(-1) h(-1))] producing oligomers in the range C-4-C12+ with good selectivity for a-olefins. The in situ chromium precatalysts formed by mixing imino-furfural ligand L1 with [CrCl3(THF)(3)] or [Cr(acac)(3)] showed low activities, producing oligomers together with varying amounts of polyethylene. The use of different chromium sources and cocatalysts influences the activity as well as the selectivities toward a-olefin production, which suggests that different active species are formed.

  DOI：

  10.5935/0103-5053.20140274
• 作为产物：
  描述：

  5-甲基呋喃醛 、 邻甲氧基苄胺 以 乙醇 为溶剂， 反应 72.0h， 以97%的产率得到2-methoxyphenyl-N-((5-methylfuran-2-yl)methylene)methanamine
  参考文献：
  名称：

  Synthesis, Characterization and Ethylene Oligomerization Studies of Chromium Complexes Bearing Imino-Furfural Ligands

  摘要：

  Uma serie de complexos de cromo(III) contendo ligantes imina-furfural (Cr1-Cr4) foram sintetizados e caracterizados por espectrometria de massas de alta resolucao (HRMS). Todos os pre-catalisadores de cromo, ativados com metilaluminoxano (MAO), apresentaram atividade moderada na oligomerizacao do etileno [frequencia de rotacao (TOF) = 11.800-23.200 mol(etileno) mol(Cr)(-1) h(-1))] produzindo oligomeros na faixa de C-4-C12+ e com boa seletividade para olefinas-alpha. Os pre-catalisadores de cromo(III) formados in situ pela combinacao do ligante imina-furfural L-1 com [CrCl3(THF)(3)] ou [Cr(acac)(3)] apresentaram baixas atividades, produzindo oligomeros juntamente com quantidades variaveis de polietileno. A utilizacao de diferentes compostos de cromo e cocatalisadores influenciam a atividade bem como a seletividade para a producao de olefinas-a, o que sugere que diferentes especies cataliticas sao formadas.A series of chromium(III) complexes bearing imino-furfural ligands (Cr-1-Cr-4) were synthesized and characterized by high-resolution mass spectrometry (HRMS). All chromium precatalysts, activated with methylaluminoxane (MAO), exhibited moderate to high activities for ethylene oligomerization [turnover frequency (TOF) = 11,008-23,200 mol(ethylene) mol(Cr)(-1) h(-1))] producing oligomers in the range C-4-C12+ with good selectivity for a-olefins. The in situ chromium precatalysts formed by mixing imino-furfural ligand L1 with [CrCl3(THF)(3)] or [Cr(acac)(3)] showed low activities, producing oligomers together with varying amounts of polyethylene. The use of different chromium sources and cocatalysts influences the activity as well as the selectivities toward a-olefin production, which suggests that different active species are formed.

  DOI：

  10.5935/0103-5053.20140274

文献信息

• Synthesis and characterization of ether-imine-furfural [ONO] nickel(II) complexes and their application in oligomerization of ethylene
  作者：J.L.S. Milani、A.C.A. Casagrande、P.R. Livotto、Osvaldo L. Casagrande

  DOI：10.1016/j.apcata.2016.06.019

  日期：2016.8

  improvement in the TOF [69.3 × 103 mol(ethylene) mol(Ni)−1 h−1] with lower selectivity for 1-butene. Higher activity was obtained using EASC as cocatalyst [206.1 × 103 mol(ethylene) mol(Ni)−1 h−1] along with a drastic reduction in the selectivity for 1-butene (10.4 wt.%). Under optimized conditions [[Ni] = 5 μmol, 30 °C, oligomerization time = 20 min, 20 bar ethylene, MAO as cocatalyst (500 equiv)], precatalyst

  一系列新的通式为NiCl 2（L）} 2 [ Ni1，L = 5-甲基-2-（C 4 H 3 O-2-CH N）C 2 H 4 OPh的Ni（II）配合物；Ni 2，L ＝ 5-甲基-2-（C 4 H 3 O-2-CH N）Ph-2-OPh；Ni 3，L ＝ 2-（C 4 H 3 O-2-CH N）Ph-2-OPh；Ni 4，L ＝ 5-甲基-2-（C 4 H 3 O-2-CH N）CH 2制备了Ph-2-OMe，并通过红外光谱，元素分析，高分辨率质谱（HRMS）和X射线光电子能谱（XPS）对其进行了表征。XPS数据表明，醚/糠醛侧链供体基团与镍金属中心没有相互作用。密度泛函理论研究表明，形成了以醚亚胺糠醛为单齿配体的镍二聚体物种。所有具有改进的聚甲基铝氧烷性能（PMAO-IP）活化的镍预催化剂，对乙烯的低聚反应[TOF = 14.7–57.3×10 3  mol（乙烯）mol（Ni）-1