| 1409945-74-9

• CAS: 1409945-74-9
• 化学式: C₃₁H₃₇ClFeN₃O₂
• 分子量: 574.954
• InChiKey: SMXIFMVZWMOGCE-UHFFFAOYSA-K

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  N2,N6-bis(2,6-diisopropylphenyl)pyridine-2,6-dicarboxamide 、 iron(III) chloride 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  A Novel Iron Complex for Cross-Coupling Reactions of Multiple C–Cl Bonds in Polychlorinated Solvents with Grignard Reagents

  摘要：

  A novel iron(III) complex (2) of a pincer ligand [1, N2,N6-bis(2,6-diisopropylphenyl)pyridine-2,6-dicarboxamide] was developed and used for remediation of polychlorinated solvents via sp(3)-sp(3) coupling of Grignard reagents with C-Cl bonds. The use of an iron catalyst for such coupling reactions is highly desirable due to its greener and more economical nature. Complex 2 was characterized using various spectroscopic techniques: electrospray ionization mass spectrometer (ESI-MS, m/z 575.1), cyclic voltammetry (E-1/2, 0.03 V and Delta E, 0.97 V), and ultraviolet visible (UV/Vis) spectroscopic techniques. The iron(III) complex showed efficient activation of multiple C-Cl bonds and catalyzing C-C coupling of polychlorinated alkyl halides, such as dichloromethane (CH2Cl2), chloroform (CHCl3), and carbon tetrachloride (CCl4), with various Grignard reagents under ambient reaction conditions. Complex 2 showed exceptional activity with reactions approaching near completion in about 5 min. With the required catalyst loading as low as 0.2 mol%, considerably high turnover numbers (TON = 483) and turnover frequency (TOF = 5,800 h(-1)) were obtained. None of the products detected during the reaction contained any chlorine, indicating an efficient dechlorination method while synthesizing products of synthetic and commercial interest. Interestingly, the catalyst was capable of replacing all chlorine atoms in each polychlorinated solvent under the investigations with high conversion.

  DOI：

  10.1007/s10562-012-0913-2
• 作为试剂：
  描述：

  二氯甲烷 、 氯丙烯镁 在 C₃₁H₃₇ClFeN₃O₂ 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 生成 1,6-庚二烯 、 1,3-丁二烯
  参考文献：
  名称：

  A Novel Iron Complex for Cross-Coupling Reactions of Multiple C–Cl Bonds in Polychlorinated Solvents with Grignard Reagents

  摘要：

  A novel iron(III) complex (2) of a pincer ligand [1, N2,N6-bis(2,6-diisopropylphenyl)pyridine-2,6-dicarboxamide] was developed and used for remediation of polychlorinated solvents via sp(3)-sp(3) coupling of Grignard reagents with C-Cl bonds. The use of an iron catalyst for such coupling reactions is highly desirable due to its greener and more economical nature. Complex 2 was characterized using various spectroscopic techniques: electrospray ionization mass spectrometer (ESI-MS, m/z 575.1), cyclic voltammetry (E-1/2, 0.03 V and Delta E, 0.97 V), and ultraviolet visible (UV/Vis) spectroscopic techniques. The iron(III) complex showed efficient activation of multiple C-Cl bonds and catalyzing C-C coupling of polychlorinated alkyl halides, such as dichloromethane (CH2Cl2), chloroform (CHCl3), and carbon tetrachloride (CCl4), with various Grignard reagents under ambient reaction conditions. Complex 2 showed exceptional activity with reactions approaching near completion in about 5 min. With the required catalyst loading as low as 0.2 mol%, considerably high turnover numbers (TON = 483) and turnover frequency (TOF = 5,800 h(-1)) were obtained. None of the products detected during the reaction contained any chlorine, indicating an efficient dechlorination method while synthesizing products of synthetic and commercial interest. Interestingly, the catalyst was capable of replacing all chlorine atoms in each polychlorinated solvent under the investigations with high conversion.

  DOI：

  10.1007/s10562-012-0913-2

文献信息

• Activation of sp3 and sp2 CH bonds of oxygen containing heterocyclic molecules for alkylation and arylation reactions catalyzed by an iron complex
  作者：Yashraj Gartia、Punnamchandar Ramidi、Sreevishnu Cheerla、Charlette M. Felton、Darin E. Jones、Bhaskar C. Das、Anindya Ghosh

  DOI：10.1016/j.molcata.2014.05.013

  日期：2014.10

  Activation of both sp(3) and sp(2) C-H bonds is reported using an efficient iron(III) complex (1) of a ligand (N2,N6-bis(2,6-diisopropylphenyl)pyridine-2,6-dicarboxamide: L). The iron(III) complex showed catalytic activity of C-C coupling reaction of oxygen containing heterocycles, e.g. tetrahydrofuran (THF), with various alkyl, allyl and aryl Grignard reagents under ambient reaction conditions. Complex 1 demonstrated excellent activity and reactions were completed within 30 min to 1 h. A high turnover frequency (TOF) of 1700 h(-1) using a low catalyst loading of 0.02 mol% was obtained for the reaction. Interestingly, the catalyst was selective in activation of the C-H bond adjacent to the oxygen in various oxygen containing heterocyclic molecules to yield 2-substitituted products. (C) 2014 Elsevier B.V. All rights reserved.