2-(diphenylphosphino)-N-((1-methyl-1H-imidazol-2-yl)methylene) ethanamine | 1402935-62-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(diphenylphosphino)-N-((1-methyl-1H-imidazol-2-yl)methylene) ethanamine
• 英文别名: N-(2-diphenylphosphanylethyl)-1-(1-methylimidazol-2-yl)methanimine
• CAS: 1402935-62-9
• 化学式: C₁₉H₂₀N₃P
• 分子量: 321.362
• InChiKey: XLXJBDDYQFWLES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(diphenylphosphino)-N-((1-methyl-1H-imidazol-2-yl)methylene) ethanamine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以77%的产率得到2-(diphenylphosphino)-N-((1-methyl-1H-imidazol-2-yl)methyl)ethylamine
  参考文献：
  名称：

  NNP型夹钳咪唑基膦钌配合物：在温和条件下有效地进行芳香族和脂肪族腈的无碱加氢

  摘要：

  已合成并充分表征了一系列七个新型的N Im N H P型钳型咪唑基膦膦钌配合物。使用苯甲腈加氢作为基准测试，确定了[RuHCl（CO）（N Im N H P t Bu）]是最具活性的催化剂。凭借其稳定的Ru-BH 4类似物（其中氯化物被BH 4替代），已在温和且无碱的条件下氢化了多种（杂）芳族和脂肪族腈，包括工业上有用的己二腈。

  DOI：

  10.1002/chem.201504709
• 作为产物：
  描述：

  2-(二苯基膦基)乙胺 、 1-甲基-1H-咪唑-2-甲醛 以 甲醇 为溶剂， 生成 2-(diphenylphosphino)-N-((1-methyl-1H-imidazol-2-yl)methylene) ethanamine
  参考文献：
  名称：

  NNP-锰(I)钳配合物在常温下催化N-杂环的高效氢化

  摘要：

  通过实验和理论研究相结合，合成并研究了几种 N Im N H P-Mn(I) 钳配合物。它们在几个 N-杂环加氢反应中表现出有趣的催化活性，在非常温和的条件下具有良好至优异的性能。

  DOI：

  10.1002/chem.202202774

文献信息

• NNP-Type Pincer Imidazolylphosphine Ruthenium Complexes: Efficient Base-Free Hydrogenation of Aromatic and Aliphatic Nitriles under Mild Conditions
  作者：Rosa Adam、Elisabetta Alberico、Wolfgang Baumann、Hans-Joachim Drexler、Ralf Jackstell、Henrik Junge、Matthias Beller

  DOI：10.1002/chem.201504709

  日期：2016.3.24

  seven novel NImNHP‐type pincer imidazolylphosphine ruthenium complexes has been synthesized and fully characterized. The use of hydrogenation of benzonitrile as a benchmark test identified [RuHCl(CO)(NImNHPtBu)] as the most active catalyst. With its stable Ru−BH4 analogue, in which chloride is replaced by BH4, a broad range of (hetero)aromatic and aliphatic nitriles, including industrially interesting

  已合成并充分表征了一系列七个新型的N Im N H P型钳型咪唑基膦膦钌配合物。使用苯甲腈加氢作为基准测试，确定了[RuHCl（CO）（N Im N H P t Bu）]是最具活性的催化剂。凭借其稳定的Ru-BH 4类似物（其中氯化物被BH 4替代），已在温和且无碱的条件下氢化了多种（杂）芳族和脂肪族腈，包括工业上有用的己二腈。
• Nickel(II) complexes with imino-imidazole chelating ligands bearing pendant donor groups (SR, OR, NR2, PR2) as precatalysts in ethylene oligomerization
  作者：Adrien Boudier、Pierre-Alain R. Breuil、Lionel Magna、Hélène Olivier-Bourbigou、Pierre Braunstein

  DOI：10.1016/j.jorganchem.2012.07.044

  日期：2012.11

  New imino-imidazole ligands bearing a pendant donor function L were synthesized in excellent yields. The corresponding nickel(II) complexes [NiCl2(imino-imidazole-L)](n) (L - (CH2)(2)SMe (2a), (CH2)(2)OMe (2b), (CH2)(2)NEt2 (2c), (CH2)(2)PPh2 (2d), (C6H4)-p-OMe (2e), (CH2)(3)OMe (2f), (CH2)(3)CH3 (2g); n = 1, 2) were prepared and characterized by FT-IR spectroscopy and elemental analysis. Furthermore, the coordination geometry around the metal center in the dinuclear complex 2a and the mononuclear complexes 2c and 2e was unambiguously established by single crystal X-ray diffraction. All complexes have been evaluated for the oligomerization of ethylene in the presence of EtAlCl2 or MAO (methylaluminoxane) as cocatalyst, and mostly dimers and trimers were produced. Better activities were observed with EtAlCl2 as cocatalyst than with MAO. (C) 2012 Elsevier B. V. All rights reserved.
• Efficient Hydrogenation of N‐Heterocycles Catalyzed by NNP–Manganese(I) Pincer Complexes at Ambient Temperature
  作者：Veronica Papa、Johannes Fessler、Francesco Zaccaria、Julien Hervochon、Phong Dam、Christoph Kubis、Anke Spannenberg、Zhihong Wei、Haijun Jiao、Cristiano Zuccaccia、Alceo Macchioni、Kathrin Junge、Matthias Beller

  DOI：10.1002/chem.202202774

  日期：2023.1.9

  Several NImNHP-Mn(I) pincer complexes were synthesised and studied by a combination of experimental and theoretical investigations. Their interesting catalytic activities were shown in several hydrogenation reactions of N-heterocycles with good to excellent performance under very mild conditions.

  通过实验和理论研究相结合，合成并研究了几种 N Im N H P-Mn(I) 钳配合物。它们在几个 N-杂环加氢反应中表现出有趣的催化活性，在非常温和的条件下具有良好至优异的性能。