N,N-bis((1H-pyrazol-1-yl)methyl)-4-methoxyaniline | 1391456-56-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-bis((1H-pyrazol-1-yl)methyl)-4-methoxyaniline
• 英文别名: N,N-bis(1H-pyrazolyl-1-methyl)-p-methoxyaniline；4-methoxy-N,N-bis(pyrazol-1-ylmethyl)aniline
• CAS: 1391456-56-6
• 化学式: C₁₅H₁₇N₅O
• 分子量: 283.333
• InChiKey: HDTHIYOSWHMWBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  48.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N-bis((1H-pyrazol-1-yl)methyl)-4-methoxyaniline 、 zinc(II) chloride 以 乙醇 为溶剂， 以76%的产率得到N,N-bis(1H-pyrazolyl-1-methyl)-p-methoxyaniline zinc(II) chloride
  参考文献：
  名称：

  Synthesis and X-ray crystal structure of derivatives from the N,N-bis(1H-pyrazolyl-1-methyl)aniline(dichloro)Zn(II) complex: Substituent effects on the phenyl ring versus the pyrazole ring

  摘要：

  The reaction of anhydrous ZnCl2 with ancillary ligands, including N,N-bis(1H-pyrazolyl-1-methyl)aniline (L-1), N,N-bis(1H-pyrazolyl-1-methyl)-p-methoxyaniline (L-2), N,N-bis(1H-pyrazolyl-1-methyl)-p-fluoro-aniline (L-3) and N,N-bis(3,5-dimethyl-1H-pyrazolyl-1-methyl)aniline (L-4), in ethanol yields Zn(II) chloride complexes, i.e., L1ZnCl2, L2ZnCl2, L3ZnCl2 and L4ZnCl2. X-ray crystallographic analysis revealed that the Zn atoms of all of the synthesized complexes have a distorted tetrahedral geometry involving a nitrogen atom from each of two pyrazole groups and two chloro ligands. However, the nitrogen atom of the aniline group is not coordinated to the Zn center, resulting in the formation of an eight-membered chelate ring. The catalytic activity of the Zn(II) complexes in the polymerization of methyl methacrylate (MMA) in the presence of modified methylaluminoxane (MMAO) results in a higher molecular weight and a narrow polydispersity index (PDI) range. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.05.014
• 作为产物：
  描述：

  1-吡唑甲醇 、 甲氧苯胺 反应 72.0h， 生成 N,N-bis((1H-pyrazol-1-yl)methyl)-4-methoxyaniline
  参考文献：
  名称：

  N'-取代的N，N'，N-双（（1H-吡唑-1-基）甲基）胺衍生物负载的4-配位钴（II）配合物聚合甲基丙烯酸甲酯和rac-丙交酯

  摘要：

  因此导致形成八元螯合环。[LDCoCl2]在60°C的改性甲基铝氧烷（MMAO）存在下，对于甲基丙烯酸甲酯（MMA）的聚合反应表现出最高的催化活性（4.02×104 g PMMA / molCo h），并生成具有高分子量（Mw）（10.5×105 g / mol）。在123–130°C的温度范围内获得了富含间规的PMMA。在本研究中，配合物的MMA聚合活性不应仅视为金属中心周围配体的总位阻的函数。原位生成的二甲基衍生物[LnCoMe2]（Ln = LA-LH）有效地聚合了rac-丙交酯（rac-LA），并得到了具有良好的数均分子量和较窄的多分散指数（PDI）的聚丙交酯（PLA）。这些二甲基钴引发剂中金属中心周围的电子密度似乎增强了活性，而立体选择性受到了负面影响。因此，吡唑环部分中是否存在甲基不仅影响MMA聚合中Co（II）配合物的活性，而且影响rac-LA的ROP中Co（II）引发剂的立体选择性。

  DOI：

  10.1016/j.poly.2017.12.021

文献信息

• Synthesis and X-ray crystal structure of derivatives from the N,N-bis(1H-pyrazolyl-1-methyl)aniline(dichloro)Zn(II) complex: Substituent effects on the phenyl ring versus the pyrazole ring
  作者：Eunhee Kim、Hyun Yul Woo、Sunghoon Kim、Hajin Lee、Dongil Kim、Hyosun Lee

  DOI：10.1016/j.poly.2012.05.014

  日期：2012.7

  The reaction of anhydrous ZnCl2 with ancillary ligands, including N,N-bis(1H-pyrazolyl-1-methyl)aniline (L-1), N,N-bis(1H-pyrazolyl-1-methyl)-p-methoxyaniline (L-2), N,N-bis(1H-pyrazolyl-1-methyl)-p-fluoro-aniline (L-3) and N,N-bis(3,5-dimethyl-1H-pyrazolyl-1-methyl)aniline (L-4), in ethanol yields Zn(II) chloride complexes, i.e., L1ZnCl2, L2ZnCl2, L3ZnCl2 and L4ZnCl2. X-ray crystallographic analysis revealed that the Zn atoms of all of the synthesized complexes have a distorted tetrahedral geometry involving a nitrogen atom from each of two pyrazole groups and two chloro ligands. However, the nitrogen atom of the aniline group is not coordinated to the Zn center, resulting in the formation of an eight-membered chelate ring. The catalytic activity of the Zn(II) complexes in the polymerization of methyl methacrylate (MMA) in the presence of modified methylaluminoxane (MMAO) results in a higher molecular weight and a narrow polydispersity index (PDI) range. (c) 2012 Elsevier Ltd. All rights reserved.
• Polymerizations of methyl methacrylate and rac-lactide by 4-coordinate cobalt(II) complexes supported by N′-substituted N,N′,N-bis((1H-pyrazol-1-yl)methyl)amine derivatives
  作者：Sujin Shin、Saira Nayab、Hyosun Lee

  DOI：10.1016/j.poly.2017.12.021

  日期：2018.2

  -1-yl)methyl)-4-fluoroaniline (LH), have been synthesized and structurally characterized. The molecular structures of these Co(II) complexes showed a distorted tetrahedral geometry. No interaction exists between the Namine atom and the Co(II) centre in the [LnCoCl2] complexes, thus resulting in the formation of an eight membered chelate ring. [LDCoCl2] exhibited the highest catalytic activity (4.0

  因此导致形成八元螯合环。[LDCoCl2]在60°C的改性甲基铝氧烷（MMAO）存在下，对于甲基丙烯酸甲酯（MMA）的聚合反应表现出最高的催化活性（4.02×104 g PMMA / molCo h），并生成具有高分子量（Mw）（10.5×105 g / mol）。在123–130°C的温度范围内获得了富含间规的PMMA。在本研究中，配合物的MMA聚合活性不应仅视为金属中心周围配体的总位阻的函数。原位生成的二甲基衍生物[LnCoMe2]（Ln = LA-LH）有效地聚合了rac-丙交酯（rac-LA），并得到了具有良好的数均分子量和较窄的多分散指数（PDI）的聚丙交酯（PLA）。这些二甲基钴引发剂中金属中心周围的电子密度似乎增强了活性，而立体选择性受到了负面影响。因此，吡唑环部分中是否存在甲基不仅影响MMA聚合中Co（II）配合物的活性，而且影响rac-LA的ROP中Co（II）引发剂的立体选择性。