6-(3,5-dimethylpyrazol-1-yl)-2-acetylpyridine | 1190071-17-0

• 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: 6-(3,5-dimethylpyrazol-1-yl)-2-acetylpyridine
• 英文别名: 1-[6-(3,5-dimethyl-1H-pyrazol-1-yl)pyridin-2-yl]ethan-1-one；1-[6-(3,5-dimethylpyrazol-1-yl)pyridin-2-yl]ethanone
• CAS: 1190071-17-0
• 化学式: C₁₂H₁₃N₃O
• 分子量: 215.255
• InChiKey: HJCOGGQWCFUHHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(3,5-dimethylpyrazol-1-yl)-2-acetylpyridine 在 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 24.0h， 生成 2-[1-(2,4,6-trimethylphenylimino)ethyl]-6-(3,5-dimethylpyrazol-1-yl)pyridine cobaltdichloride
  参考文献：
  名称：

  Polymerization of 1,3-butadiene catalyzed by pincer cobalt(II) complexes derived from 2-(1-arylimino)-6-(pyrazol-1-yl)pyridine ligands

  摘要：

  A new class of air stable and structurally well-defined cobalt complexes with unsymmetrical pincer type ligands ([2-(ArN=CMe)-6-(PY)C5H3N]CoCl2) (Ar = -C6H5, PY = pyrazol-1-yl, 5a; Ar = 2,4,6-Me3C6H2 Py=pyrazol-1-yl, 5b; Ar = 2,6-(Pr2C6H3)-Pr-1. Py = pyrazol-1-yl, 5c; Ar = -C6H5, Py = 3,5-Me(2)pyrazol-1-yl, 5d; Ar=2,4,6-Me3C6H2, Py 3,5-Me(2)pyrazol-1-yl, 5e; Ar = 2,6-(Pr2C6H3)-Pr-i, Py = 3,5-Me(2)pyrazol-1-yl, 5f; Ar = 2,6-(Pr2C6H3)-Pr-i, Py 3,5-(i)Pr(2)pyrazol-1-yl, 5g and [2-(O=CMe)-6-(3,5-diphenylpyrazol-1-y1)C3H3N]CoCl2 5h) were prepared and the molecular structures of 5a, 5c and 5f were determined by single crystal X-ray crystallography. Upon activation by methylaluminoxane (MAO) in toluene at room temperature, all complexes initiate polymerization of 1,3-butadiene (polymer yields: 65-99%), affording polybutadiene with excellent cis-1,4 regularity (97.5-98.7%). The polymer yields and properties in terms of molecular weight and distribution are well controlled by the substituents on iminoaryl rings and pyrazole rings. Selectivity switch from cis-1,4 to syndio-1,2 was also achievable by adding phosphine as microstructure regulator. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2013.04.026
• 作为产物：
  描述：

  3,5-二甲基吡唑 在 potassium tert-butylate 、 sodium 作用下， 以 1,4-二氧六环 、 乙醇 、 乙酸乙酯 为溶剂， 反应 9.0h， 生成 6-(3,5-dimethylpyrazol-1-yl)-2-acetylpyridine
  参考文献：
  名称：

  Polymerization of 1,3-butadiene catalyzed by pincer cobalt(II) complexes derived from 2-(1-arylimino)-6-(pyrazol-1-yl)pyridine ligands

  摘要：

  A new class of air stable and structurally well-defined cobalt complexes with unsymmetrical pincer type ligands ([2-(ArN=CMe)-6-(PY)C5H3N]CoCl2) (Ar = -C6H5, PY = pyrazol-1-yl, 5a; Ar = 2,4,6-Me3C6H2 Py=pyrazol-1-yl, 5b; Ar = 2,6-(Pr2C6H3)-Pr-1. Py = pyrazol-1-yl, 5c; Ar = -C6H5, Py = 3,5-Me(2)pyrazol-1-yl, 5d; Ar=2,4,6-Me3C6H2, Py 3,5-Me(2)pyrazol-1-yl, 5e; Ar = 2,6-(Pr2C6H3)-Pr-i, Py = 3,5-Me(2)pyrazol-1-yl, 5f; Ar = 2,6-(Pr2C6H3)-Pr-i, Py 3,5-(i)Pr(2)pyrazol-1-yl, 5g and [2-(O=CMe)-6-(3,5-diphenylpyrazol-1-y1)C3H3N]CoCl2 5h) were prepared and the molecular structures of 5a, 5c and 5f were determined by single crystal X-ray crystallography. Upon activation by methylaluminoxane (MAO) in toluene at room temperature, all complexes initiate polymerization of 1,3-butadiene (polymer yields: 65-99%), affording polybutadiene with excellent cis-1,4 regularity (97.5-98.7%). The polymer yields and properties in terms of molecular weight and distribution are well controlled by the substituents on iminoaryl rings and pyrazole rings. Selectivity switch from cis-1,4 to syndio-1,2 was also achievable by adding phosphine as microstructure regulator. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2013.04.026

文献信息

• A Highly Active Ruthenium(II) Pyrazolyl–Pyridyl–Pyrazole Complex Catalyst for Transfer Hydrogenation of Ketones
  作者：Weiwei Jin、Liandi Wang、Zhengkun Yu

  DOI：10.1021/om300602w

  日期：2012.8.13

  Ruthenium(II) complexes bearing a pyrazolyl–pyridyl–pyrazole ligand were synthesized and exhibited exceptionally high catalytic activity in the transfer hydrogenation of ketones in refluxing isopropyl alcohol, reaching final TOFs up to 720 000 h–1. The β-NH functionality of the pyrazole arm in the ligand demonstrated a remarkable acceleration effect on the reaction rate. The unsymmetrical nature (hemilability)

  合成了带有吡唑基-吡啶基-吡唑配体的钌（II）配合物，并在回流的异丙醇中酮的转移氢化中表现出极高的催化活性，最终TOFs高达720 000 h –1。吡唑臂在配体中的β-NH官能团对反应速率显示出显着的促进作用。配体的不对称性质（半透明性）和可转换的NH基团的存在归因于配位催化剂的高催化活性。
• Ruthenium(II) complex catalysts bearing a pyridyl-supported pyrazolyl-imine ligand for transfer hydrogenation of ketones
  作者：Miao Zhao、Zhengkun Yu、Shenggang Yan、Yang Li

  DOI：10.1016/j.jorganchem.2009.05.028

  日期：2009.9

  ine ligands and their ruthenium(II) and nickel(II) NNN complexes were synthesized. The Ru(II) complex catalysts have been fully characterized and exhibited good to excellent catalytic activity in the transfer hydrogenation (TH) of ketones in refluxing 2-propanol. These results have demonstrated rare examples of active ruthenium(II) NNN complex catalysts that do not feature a N–H functionality for TH

  合成了新型的半不对称的不对称的2-（1-芳基）-6-（吡唑-1-基）吡啶配体及其钌（II）和镍（II）NNN配合物。Ru（II）络合物催化剂已得到充分表征，并在回流的2-丙醇中的酮转移加氢（TH）中表现出良好的催化活性。这些结果证明了稀有的活性钌（II）NNN络合物催化剂的实例，这些催化剂不具有酮TH的N–H官能度。