N-(furan-2-ylmethyl)-1-(pyridin-2-yl)methylimine | 955363-69-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(furan-2-ylmethyl)-1-(pyridin-2-yl)methylimine
• 英文别名: (2-pyridyl-2-furylmethyl)imine；N-(furan-2-ylmethyl)-1-pyridin-2-ylmethanimine
• CAS: 955363-69-6
• 化学式: C₁₁H₁₀N₂O
• 分子量: 186.213
• InChiKey: MFJIDHDKIOCCLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  38.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dichloro(cycloocta-1,5-diene)palladium (II) 、 N-(furan-2-ylmethyl)-1-(pyridin-2-yl)methylimine 以 二氯甲烷 为溶剂， 以88%的产率得到dichloro-[(2-pyridyl-2-furylmethyl)imine]palladium(II)
  参考文献：
  名称：

  Novel hemi-labile pyridyl-imine palladium complexes: Synthesis, molecular structures and reactions with ethylene

  摘要：

  Ligands (2-pyridyl-2-furylmethyl)imine, (L1), (2-pyridyl-2-thiophenemethyl)imine (12), and (2-pyridyl-2-thiopheneethyl)imine (L3) were synthesized by condensation reactions and obtained in good yields. Reactions of L1-L3 with either [PdClMe(cod)] or [PdCl2(cod)] gave the corresponding monometallic palladium(II) complexes 1-5 in very good yields. Molecular structures of complexes 1,4 and 5 indicated that the ligands are bidentate and coordinate to the palladium metal through the imine and pyridine nitrogen atoms. When complexes 3-5 were treated with NaBAr4, cationic species, 3a, 4a, and 5a were produced which catalyzed polymerization of ethylene though with very low activities. H-1 NMR spectroscopy studies showed that these cationic species were very stable in solution. DFT calculations showed high ethylene coordination barriers to the cationic species 3a, 4a and 5a. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.07.004
• 作为产物：
  描述：

  吡啶-2-甲醛 、 2-呋喃甲胺 在 magnesium sulfate 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以93%的产率得到N-(furan-2-ylmethyl)-1-(pyridin-2-yl)methylimine
  参考文献：
  名称：

  Novel hemi-labile pyridyl-imine palladium complexes: Synthesis, molecular structures and reactions with ethylene

  摘要：

  Ligands (2-pyridyl-2-furylmethyl)imine, (L1), (2-pyridyl-2-thiophenemethyl)imine (12), and (2-pyridyl-2-thiopheneethyl)imine (L3) were synthesized by condensation reactions and obtained in good yields. Reactions of L1-L3 with either [PdClMe(cod)] or [PdCl2(cod)] gave the corresponding monometallic palladium(II) complexes 1-5 in very good yields. Molecular structures of complexes 1,4 and 5 indicated that the ligands are bidentate and coordinate to the palladium metal through the imine and pyridine nitrogen atoms. When complexes 3-5 were treated with NaBAr4, cationic species, 3a, 4a, and 5a were produced which catalyzed polymerization of ethylene though with very low activities. H-1 NMR spectroscopy studies showed that these cationic species were very stable in solution. DFT calculations showed high ethylene coordination barriers to the cationic species 3a, 4a and 5a. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.07.004

文献信息

• 一种杂芳环三齿吡啶亚胺铁配合物及其制备方法和其在催化共轭二烯聚合中的应用
  申请人：中国科学院青岛生物能源与过程研究所

  公开号：CN112707937B

  公开（公告）日：2022-10-28

  一种杂芳环三齿吡啶亚胺铁配合物及其制备方法和其在催化共轭二烯聚合中的应用。本发明属于共轭二烯催化聚合领域。本发明为解决现有吡啶亚胺或者吡啶胺类等两齿配体，热稳定性较差的技术问题。本发明的三齿吡啶亚胺铁配合物的配体为具有杂原子芳环取代基，在共轭二烯的聚合中表现出高活性、高热稳定性的能力，而且聚合物的选择性和分子量不随温度的变化而发生显著的变化。本发明的吡啶亚胺铁配合物由含有杂原子芳环修饰的吡啶亚胺配体与无水FeCl2混合反应获得，本发明的铁催化体系为分子结构明确的杂芳环三齿吡啶亚胺铁配合物，制备简单易得，成本低，具有广阔的工业应用前景。
• Facile Access to Amido (Thio)xanthates under Eco-Friendly Conditions by One-Pot Three-Component Reaction (3-CR)
  作者：Max Franz、Timo Stalling、Raoul Schaper、Marc Schmidtmann、Jürgen Martens

  DOI：10.1055/s-0036-1589050

  日期：2017.9

  the preparation of a variety of biologically interesting amido (thio)xanthates has been developed. By the proper choice of a potassium (thio)xanthate salt, a cyclic or acyclic imine, and an acyl chloride as substrates a broad scope with respect to the substituents can be realized. This operationally simple one-pot method proceeds under mild and environmentally friendly conditions while potassium chloride

  摘要 已经开发了用于制备多种生物学上有趣的酰胺基（硫代）黄原酸酯的简单的三组分反应（3-CR）。由钾（硫代）黄原酸酯盐，环状或无环亚胺，和酰氯作为底物的广泛范围相对于取代基的正确选择可被实现。这种操作简单的一锅法是在温和且环境友好的条件下进行的，而氯化钾则作为单一废物产生。 已经开发了用于制备多种生物学上有趣的酰胺基（硫代）黄原酸酯的简单的三组分反应（3-CR）。由钾（硫代）黄原酸酯盐，环状或无环亚胺，和酰氯作为底物的广泛范围相对于取代基的正确选择可被实现。这种操作简单的一锅法是在温和且环境友好的条件下进行的，而氯化钾则作为单一废物产生。
• [EN] HETEROAROMATIC RING TRIDENTATE PYRIDINE IMINE IRON COMPLEX, PREPARATION METHOD THEREFOR, AND APPLICATION THEREOF IN CATALYSIS OF CONJUGATED DIENE POLYMERIZATION<br/>[FR] COMPLEXE DE PYRIDINE IMINE FER TRIDENTATE À NOYAU AROMATIQUE À HÉTÉROATOME, PROCÉDÉ DE PRÉPARATION S'Y RAPPORTANT ET SON APPLICATION EN CATALYSE DE POLYMÉRISATION DE DIÈNES CONJUGUÉS<br/>[ZH] 一种杂芳环三齿吡啶亚胺铁配合物及其制备方法和其在催化共轭二烯聚合中的应用
  申请人：QINGDAO INST BIOENERGY & BIOPROCESS TECH CAS

  公开号：WO2022183467A1

  公开（公告）日：2022-09-09

  一种杂芳环三齿吡啶亚胺铁配合物及其制备方法和其在催化共轭二烯聚合中的应用。本发明属于共轭二烯催化聚合领域。本发明为解决现有吡啶亚胺或者吡啶胺类等两齿配体，热稳定性较差的技术问题。本发明的三齿吡啶亚胺铁配合物的配体为具有杂原子芳环取代基，在共轭二烯的聚合中表现出高活性、高热稳定性的能力，而且聚合物的选择性和分子量不随温度的变化而发生显著的变化。本发明的吡啶亚胺铁配合物由含有杂原子芳环修饰的吡啶亚胺配体与无水FeCl2混合反应获得，本发明的铁催化体系为分子结构明确的杂芳环三齿吡啶亚胺铁配合物，制备简单易得，成本低，具有广阔的工业应用前景。
• Novel hemi-labile pyridyl-imine palladium complexes: Synthesis, molecular structures and reactions with ethylene
  作者：William M. Motswainyana、Stephen O. Ojwach、Martin O. Onani、Emmanuel I. Iwuoha、James Darkwa

  DOI：10.1016/j.poly.2011.07.004

  日期：2011.9

  Ligands (2-pyridyl-2-furylmethyl)imine, (L1), (2-pyridyl-2-thiophenemethyl)imine (12), and (2-pyridyl-2-thiopheneethyl)imine (L3) were synthesized by condensation reactions and obtained in good yields. Reactions of L1-L3 with either [PdClMe(cod)] or [PdCl2(cod)] gave the corresponding monometallic palladium(II) complexes 1-5 in very good yields. Molecular structures of complexes 1,4 and 5 indicated that the ligands are bidentate and coordinate to the palladium metal through the imine and pyridine nitrogen atoms. When complexes 3-5 were treated with NaBAr4, cationic species, 3a, 4a, and 5a were produced which catalyzed polymerization of ethylene though with very low activities. H-1 NMR spectroscopy studies showed that these cationic species were very stable in solution. DFT calculations showed high ethylene coordination barriers to the cationic species 3a, 4a and 5a. (C) 2011 Elsevier Ltd. All rights reserved.