dimethyl sulfoxide 6-(carboxymethyl)-pyridine-2-carboxylatopalladium(II) | 1451194-12-9

• 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: dimethyl sulfoxide 6-(carboxymethyl)-pyridine-2-carboxylatopalladium(II)
• CAS: 1451194-12-9
• 化学式: C₂H₆OS*C₈H₅NO₄*Pd
• 分子量: 363.687
• InChiKey: MPLGQBJMVPOBQK-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -2.27
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  110.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2-溴甲基吡啶-6-甲酸乙酯 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 反应 31.0h， 生成 dimethyl sulfoxide 6-(carboxymethyl)-pyridine-2-carboxylatopalladium(II)
  参考文献：
  名称：

  Aerobic C–H Acetoxylation of 8-Methylquinoline in Pd^II–Pyridinecarboxylic Acid Systems: Some Structure–Reactivity Relationships

  摘要：

  Catalytic oxidative C-H acetoxylation of 8-methylquinoline as a model substrate with O-2 as oxidant was performed using palladium(II) carboxylate catalysts derived from four different pyridinecarboxylic acids able to form palladium(II) chelates of different size. A comparison of the rates of the substrate C-H activation and the O-2 activation steps shows that the C-H activation step is rate-limiting, whereas the O-2 activation occurs at a much faster rate already at 20 degrees C. The chelate ring size and the chelate ring strain of the catalytically active species are proposed to be the key factors affecting the rate of the C-H activation.

  DOI：

  10.1021/om400618n