2-(N-methyl-benzoimidazol-2-yl)-6-(pyrazol-1-yl)pyridine | 1134285-06-5

• 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: 2-(N-methyl-benzoimidazol-2-yl)-6-(pyrazol-1-yl)pyridine
• 英文别名: 1-Methyl-2-(6-pyrazol-1-ylpyridin-2-yl)benzimidazole
• CAS: 1134285-06-5
• 化学式: C₁₆H₁₃N₅
• 分子量: 275.313
• InChiKey: YMYGGUUQTQTLPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  48.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tris(triphenylphosphine)ruthenium(II) chloride 、 2-(N-methyl-benzoimidazol-2-yl)-6-(pyrazol-1-yl)pyridine 以 甲苯 为溶剂， 以85%的产率得到[(2-(N-methyl-benzoimidazol-2-yl)-6-(pyrazol-1-yl)pyridine)RuCl2(PPh3)]
  参考文献：
  名称：

  Construction of Highly Active Ruthenium(II) NNN Complex Catalysts Bearing a Pyridyl-Supported Pyrazolyl-Imidazolyl Ligand for Transfer Hydrogenation of Ketones

  摘要：

  A family of hemilabile ruthenium(II) NNN complexes bearing a unsymmetrical 2-(benzoimidazol-2-yl)-6-(pyrazol-l-yl)pyridine ligand has been synthesized and exhibited good to excellent catalytic activity in transfer hydrogenation of ketones in refluxing 2-propanol, reaching final TOFs up to 7.2 x 10(5) h(-1) with 0.05 mol % loading. The gamma-NH effect of the benzoimidazol-2-yl moiety in the ligand and coordination modes of the metal center in a Ru(II) NNN complex has great influence on the catalytic activity of the complex catalyst in transfer hydrogenation of ketones. It has been demonstrated that one of the structural prerequisites for an active Ru(II) complex catalyst is the coordinatively unsaturated environment around the metal center in the complex or the precatalyst, and the catalytic activity of a complex catalyst can be enhanced by making its metal center cationic. This paper presents a methodology to construct new types of efficient Ru(II) complex catalysts for transfer hydrogenation of ketones.

  DOI：

  10.1021/om801080p