N-(piperidin-1-yl)-1-(pyridin-2-yl)methanimine | 1021443-59-3

• 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-(piperidin-1-yl)-1-(pyridin-2-yl)methanimine
• 英文别名: N-piperidin-1-yl-1-pyridin-2-ylmethanimine
• CAS: 1021443-59-3
• 化学式: C₁₁H₁₅N₃
• 分子量: 189.26
• InChiKey: KLZGAYNKTNOOPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  28.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  双(乙腈)氯化钯(II) 、 N-(piperidin-1-yl)-1-(pyridin-2-yl)methanimine 以 乙醇 为溶剂， 反应 12.0h， 以88%的产率得到[(N-(piperidin-1-yl)-1-(pyridin-2-yl)methanimine)PdCl2]
  参考文献：
  名称：

  Palladium(II) complexes containing N,N′-bidentate N-cycloalkyl 2-iminomethylpyridine and 2-iminomethylquinoline: Synthesis, characterisation and methyl methacrylate polymerisation

  摘要：

  The reaction of [Pd(CH3CN)(2)Cl-2] with N-cyclopentyl-1-(pyridin-2-yl)methanimine (L-1), N-cyclohexyl-1-(pyridin-2-yl)methanimine (L-2), N-(piperidin-1-yl)-1-(pyridin-2-yl)methanimine (L-3) or N-cyclopentyl-1-(quinolin-2-yl)methanimine (L-4) in ethanol yields the bidentate (NN') PdCl2 complexes [L1PdCl2], [L2PdCl2], [L3PdCl2] and [L4PdCl2), respectively. The X-ray crystal structure of the Pd(II) complexes revealed that the Pd atom in [LnPdCl2] (L-n = L-1, L-2, L-3, L-4) shows a distorted square planar geometry involving two nitrogen atoms and two chloro ligands. The complexes [L1PdCl2] and [L4PdCl2] (of which the ligands are N-cyclopentyl substituted) showed the highest catalytic activity for the polymerisation of methyl methacrylate (MMA) in the presence of modified methylaluminoxane (MMAO) with an activity of 1.45 x 10(5) g PMMA/mol Pd h at 60 degrees C and a PMMA syndiotacticity (characterized using C-13 NMR spectroscopy) of ca. 0.70. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.11.036
• 作为产物：
  描述：

  吡啶-2-甲醛 、 1-氨基哌啶 以 甲醇 为溶剂， 反应 24.0h， 以96%的产率得到N-(piperidin-1-yl)-1-(pyridin-2-yl)methanimine
  参考文献：
  名称：

  室温钯催化烯丙基交叉偶联反应与硼酸使用无磷腙配体

  摘要：

  在室温下，使用催化量的 Pd(OAc) 2 和无膦腙作为配体，钯催化的乙酸烯丙酯与各种硼酸的烯丙基交叉偶联反应以良好的产率得到烯丙基苯衍生物。

  DOI：

  10.1055/s-0028-1083381

文献信息

• Room-Temperature Palladium-Catalyzed Allyl Cross-Coupling Reaction with Boronic Acids Using Phosphine-Free Hydrazone Ligands
  作者：Takashi Mino、Kenji Kajiwara、Yoshiaki Shirae、Masami Sakamoto、Tsutomu Fujita

  DOI：10.1055/s-0028-1083381

  日期：——

  Palladium-catalyzed allyl cross-coupling reaction of allylic acetates with a variety of boronic acids at room temperature using a catalytic amount of Pd(OAc) 2 with phosphine-free hydrazone as a ligand gave the allylbenzene derivatives in good yields.

  在室温下，使用催化量的 Pd(OAc) 2 和无膦腙作为配体，钯催化的乙酸烯丙酯与各种硼酸的烯丙基交叉偶联反应以良好的产率得到烯丙基苯衍生物。
• Palladium(II) complexes containing N,N′-bidentate N-cycloalkyl 2-iminomethylpyridine and 2-iminomethylquinoline: Synthesis, characterisation and methyl methacrylate polymerisation
  作者：Sunghoon Kim、Eunhee Kim、Ha-Jin Lee、Hyosun Lee

  DOI：10.1016/j.poly.2013.11.036

  日期：2014.2

  The reaction of [Pd(CH3CN)(2)Cl-2] with N-cyclopentyl-1-(pyridin-2-yl)methanimine (L-1), N-cyclohexyl-1-(pyridin-2-yl)methanimine (L-2), N-(piperidin-1-yl)-1-(pyridin-2-yl)methanimine (L-3) or N-cyclopentyl-1-(quinolin-2-yl)methanimine (L-4) in ethanol yields the bidentate (NN') PdCl2 complexes [L1PdCl2], [L2PdCl2], [L3PdCl2] and [L4PdCl2), respectively. The X-ray crystal structure of the Pd(II) complexes revealed that the Pd atom in [LnPdCl2] (L-n = L-1, L-2, L-3, L-4) shows a distorted square planar geometry involving two nitrogen atoms and two chloro ligands. The complexes [L1PdCl2] and [L4PdCl2] (of which the ligands are N-cyclopentyl substituted) showed the highest catalytic activity for the polymerisation of methyl methacrylate (MMA) in the presence of modified methylaluminoxane (MMAO) with an activity of 1.45 x 10(5) g PMMA/mol Pd h at 60 degrees C and a PMMA syndiotacticity (characterized using C-13 NMR spectroscopy) of ca. 0.70. (C) 2013 Elsevier Ltd. All rights reserved.