2-(chloromethyl)-6-((3,5-diphenyl-1H-pyrazol-1-yl)methyl)pyridine

• 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-(chloromethyl)-6-((3,5-diphenyl-1H-pyrazol-1-yl)methyl)pyridine
• 英文别名: 2-(Chloromethyl)-6-[(3,5-diphenylpyrazol-1-yl)methyl]pyridine；2-(chloromethyl)-6-[(3,5-diphenylpyrazol-1-yl)methyl]pyridine
• 化学式: C₂₂H₁₈ClN₃
• 分子量: 359.858
• InChiKey: YYMKUGRMGLRDSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(chloromethyl)-6-((3,5-diphenyl-1H-pyrazol-1-yl)methyl)pyridine 、 二苯基膦 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 5.5h， 以95%的产率得到2-((3,5-diphenyl-1H-pyrazol-1-yl)methyl)-6-((diphenylphosphinoyl)methyl)pyridine
  参考文献：
  名称：

  （吡唑基）-（膦酰基）吡啶铁（II），钴（II）和镍（II）配合物：合成，表征和乙烯低聚研究

  摘要：

  新的（吡唑基）-（膦酰基）吡啶配体2-（（3,5-二甲基-1H-吡唑-1-基）甲基）-6-（（（二苯基膦酰基）甲基）吡啶（L1b）和2-（（3，高产率地合成了5-二苯基-1H-吡唑-1-基）甲基）-6-（（二苯基膦酰基）甲基）吡啶（L2b）。的反应L1b中和L2b的以Fe（II），钴（II）和Ni（II）盐，得到配合物[的NiCl 2（L1b中）]（1），[NIBR 2（L1b中）]（2），[氯化钴2（L1b中）]（3），[FeCl 2（L1b）]（4），[NiBr 2（L2b）]（5）和[CoCl 2（L2b）]（6）以良好的产率。通过NMR光谱，质谱和元素分析对化合物进行表征。配合物的分子结构1，5和6是由单晶X射线结晶学证实含有一个三齿结合NNO L1b中和L2b的配体。配合物1 - 6在激活时形成在乙烯低聚反应的活性催化剂与EtAlCl 2，甲基铝氧烷（MAO）或三甲基铝（阿尔梅3）作为助催化剂生产主要产物C

  DOI：

  10.1016/j.jorganchem.2015.02.015
• 作为产物：
  描述：

  2,6-二氯甲基吡啶 、 3,5-二苯基吡唑 在 四丁基溴化铵 、 sodium hydroxide 作用下， 以 Petroleum ether 为溶剂， 反应 24.0h， 以28%的产率得到2-(chloromethyl)-6-((3,5-diphenyl-1H-pyrazol-1-yl)methyl)pyridine
  参考文献：
  名称：

  Unsymmetrical (pyrazolylmethyl)pyridine metal complexes as catalysts for ethylene oligomerization reactions: Role of solvent and co-catalyst in product distribution

  摘要：

  Reactions of 2-(chloromethyl)-6((3,5-dimethyl-1H-pyrazol-1-yl)methyl)pyridine (L1) and 2-(chloromethyl)-6-((3,5-diphenyl-1H-pyrazol-1-yl)methyl)pyridine (L2) with NiCl2, NiBr2, CoCl2 and FeCl2 led to the formation of their respective metal complexes [NiCl2(L1)] (1), [NiBr2(L1)] (2), [CoCl2(L1)] (3), [FeCl2(L1)] (4), [NiBr2(L2)] (5), and [CoCl2(L2)1 (6) in moderate to high yields. The complexes were characterized by elemental analyses, mass spectrometry and single-crystal x-ray diffraction for 5 and 6. Solid state structures of 5 and 6 confirmed the bidentate coordination modes of L1 and L2 and formation of monometallic compounds. Complexes 1-6 formed active catalysts for the oligomerization of ethylene reactions when activated with either EtAlCl2 or methylaluminoxane (MAO). The catalytic activities of 1-6 and products formed largely depended on the co-catalyst and solvent system. While activation with EtAlCl2, in toluene produced Friedel-Crafts toluene-alkylated products, the use of hexane and chlorobenzene gave predominantly C-4 and C-6 oligomers. On the other hand, activation with MAO in toluene led to the formation of mainly C-4, C-6 and C-8 oligomers. The complex structure and reaction conditions such as co-catalyst/complex ratio, time and pressure also influenced the catalytic behaviour of these pre-catalysts. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2014.07.018

文献信息

• Unsymmetrical (pyrazolylmethyl)pyridine metal complexes as catalysts for ethylene oligomerization reactions: Role of solvent and co-catalyst in product distribution
  作者：George S. Nyamato、Stephen O. Ojwach、Matthew P. Akerman

  DOI：10.1016/j.molcata.2014.07.018

  日期：2014.11

  Reactions of 2-(chloromethyl)-6((3,5-dimethyl-1H-pyrazol-1-yl)methyl)pyridine (L1) and 2-(chloromethyl)-6-((3,5-diphenyl-1H-pyrazol-1-yl)methyl)pyridine (L2) with NiCl2, NiBr2, CoCl2 and FeCl2 led to the formation of their respective metal complexes [NiCl2(L1)] (1), [NiBr2(L1)] (2), [CoCl2(L1)] (3), [FeCl2(L1)] (4), [NiBr2(L2)] (5), and [CoCl2(L2)1 (6) in moderate to high yields. The complexes were characterized by elemental analyses, mass spectrometry and single-crystal x-ray diffraction for 5 and 6. Solid state structures of 5 and 6 confirmed the bidentate coordination modes of L1 and L2 and formation of monometallic compounds. Complexes 1-6 formed active catalysts for the oligomerization of ethylene reactions when activated with either EtAlCl2 or methylaluminoxane (MAO). The catalytic activities of 1-6 and products formed largely depended on the co-catalyst and solvent system. While activation with EtAlCl2, in toluene produced Friedel-Crafts toluene-alkylated products, the use of hexane and chlorobenzene gave predominantly C-4 and C-6 oligomers. On the other hand, activation with MAO in toluene led to the formation of mainly C-4, C-6 and C-8 oligomers. The complex structure and reaction conditions such as co-catalyst/complex ratio, time and pressure also influenced the catalytic behaviour of these pre-catalysts. (C) 2014 Elsevier B.V. All rights reserved.
• (Pyrazolyl)-(phosphinoyl)pyridine iron(II), cobalt(II) and nickel(II) complexes: Synthesis, characterization and ethylene oligomerization studies
  作者：George S. Nyamato、Mohd Gulfam Alam、Stephen O. Ojwach、Matthew P. Akerman

  DOI：10.1016/j.jorganchem.2015.02.015

  日期：2015.5

  to contain one tridentate bound NˆNˆO L1b and L2b ligands. Complexes 1–6 formed active catalysts in ethylene oligomerization reactions upon activation with EtAlCl2, methylaluminoxane (MAO) or trimethylaluminium (AlMe3) as co-catalyst to produce C4 as the major product as well as C6 and C8 oligomers. The nature of solvent and co-catalyst, significantly affected both the activities and product compositions

  新的（吡唑基）-（膦酰基）吡啶配体2-（（3,5-二甲基-1H-吡唑-1-基）甲基）-6-（（（二苯基膦酰基）甲基）吡啶（L1b）和2-（（3，高产率地合成了5-二苯基-1H-吡唑-1-基）甲基）-6-（（二苯基膦酰基）甲基）吡啶（L2b）。的反应L1b中和L2b的以Fe（II），钴（II）和Ni（II）盐，得到配合物[的NiCl 2（L1b中）]（1），[NIBR 2（L1b中）]（2），[氯化钴2（L1b中）]（3），[FeCl 2（L1b）]（4），[NiBr 2（L2b）]（5）和[CoCl 2（L2b）]（6）以良好的产率。通过NMR光谱，质谱和元素分析对化合物进行表征。配合物的分子结构1，5和6是由单晶X射线结晶学证实含有一个三齿结合NNO L1b中和L2b的配体。配合物1 - 6在激活时形成在乙烯低聚反应的活性催化剂与EtAlCl 2，甲基铝氧烷（MAO）或三甲基铝（阿尔梅3）作为助催化剂生产主要产物C