N,N-bis{(1-H-pyrazole-1-yl)methyl}-2,4,6-trimethylaniline | 1265388-93-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-bis{(1-H-pyrazole-1-yl)methyl}-2,4,6-trimethylaniline
• 英文别名: N,N-[bis(1H-pyrazol-1)methyl]-2,4,6-trimethylaniline；2,4,6-trimethyl-N,N-bis(pyrazol-1-ylmethyl)aniline
• CAS: 1265388-93-9
• 化学式: C₁₇H₂₁N₅
• 分子量: 295.387
• InChiKey: PMTVZKCXYRPANQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cobalt(II) chloride hexahydrate 、 N,N-bis{(1-H-pyrazole-1-yl)methyl}-2,4,6-trimethylaniline 以 乙醇 为溶剂， 以92%的产率得到
  参考文献：
  名称：

  Synthesis, characterization, and MMA polymerization activity of tetrahedral Co (II) complex bearing N, N-bis(1-pyrazolyl)methyl ligand based on aniline moiety

  摘要：

  A new series of air-stable Co(II) complexes, [bpmaL1)CoCl2 (la), [bpmaL2]CoCl2 (2a), [bpmaL3]CoCl2 (3a), and [bpmaL4]CoCl2 (4a), where, for example, [bpmaL1 = N,N-bis{(1-pyrazolyl)methyl}aniline], has been synthesized. X-ray crystallography of 2a indicated that it has a dipper-type structure in which the aniline moiety plays the role of the handle with a tetrahedral cobalt located at the edge with an eight-membered chelate ring formation. However, there is no indication that the metal is coordinated to the nitrogen of the aniline group. Moreover, complexes showed the highest catalytic activity in the polymerization of methyl methacrylate (MMA) in the presence of modified methylaluminoxane (MMAO) with an activity of 1.14 x 10(6) g PMMA/mol-Co center dot h at 60 degrees C and syndiotacticity of PMMA, characterized by C-13 NMR spectroscopy, which value was ca. 0.57. (c) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2010.10.019
• 作为产物：
  描述：

  1-吡唑甲醇 、 2,4,6-三甲基苯胺 以 1,2-二氯乙烷 为溶剂， 反应 36.0h， 以90.1%的产率得到N,N-bis{(1-H-pyrazole-1-yl)methyl}-2,4,6-trimethylaniline
  参考文献：
  名称：

  Synthesis, characterization, and MMA polymerization activity of tetrahedral Co (II) complex bearing N, N-bis(1-pyrazolyl)methyl ligand based on aniline moiety

  摘要：

  A new series of air-stable Co(II) complexes, [bpmaL1)CoCl2 (la), [bpmaL2]CoCl2 (2a), [bpmaL3]CoCl2 (3a), and [bpmaL4]CoCl2 (4a), where, for example, [bpmaL1 = N,N-bis{(1-pyrazolyl)methyl}aniline], has been synthesized. X-ray crystallography of 2a indicated that it has a dipper-type structure in which the aniline moiety plays the role of the handle with a tetrahedral cobalt located at the edge with an eight-membered chelate ring formation. However, there is no indication that the metal is coordinated to the nitrogen of the aniline group. Moreover, complexes showed the highest catalytic activity in the polymerization of methyl methacrylate (MMA) in the presence of modified methylaluminoxane (MMAO) with an activity of 1.14 x 10(6) g PMMA/mol-Co center dot h at 60 degrees C and syndiotacticity of PMMA, characterized by C-13 NMR spectroscopy, which value was ca. 0.57. (c) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2010.10.019

文献信息

• Synthesis, structure, and magnetic properties of the halide-bridged dimeric complex [(bpmaL1)Fe(μ-Cl)Cl]2
  作者：Minkyu Yang、Eunhee Kim、Jong Hwa Jeong、Kil Sik Min、Hyosun Lee

  DOI：10.1016/j.ica.2012.09.010

  日期：2013.1

  Complexation of FeCl2 center dot 4H(2)O with N,N-Bis(1-Hpyrazole-1-yl)methyl}aniline [bpmaL(1)] gave air-stable dichloro-bridged binuclear iron(II) species (1a) having five-coordinated iron, which was characterised by X-ray crystallography and magnetic susceptibility. The geometry at each iron centre of 1a is a distorted trigonal bipyramid with two equivalent half-molecules providing overall C-i symmetry. One of the pyrazolyl nitrogen atoms (N1) and a chlorine atom (Cl2)# form one apex of the distorted trigonal bipyramid. The magnetic parameters indicated only a weak antiferromagnetic coupling, despite the presence of two chloro ions, and dominant zero-field-splitting parameters. The relatively long Fe center dot center dot center dot Fe distance of 3.8118(6) angstrom within the chloro-bridged dimer excludes direct interaction between the iron(II) ions. Thus, the antiferromagnetic coupling between the two iron(II) ions of 1a is attributed to superexchange through the chloride ions. Compared to the analogous cobalt complexes, the activity of a-olefin polymerization towards ethylene, norbornene, 1-octene and methyl methacrylate (MMA) was virtually zero, 1a is the first bis-pyrazole based dinuclear and five-coordinated iron(II) complex. (C) 2012 Elsevier B.V. All rights reserved.