| 1218756-06-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• CAS: 1218756-06-9
• 化学式: C₁₇H₁₆N₂O₄
• 分子量: 312.325
• InChiKey: UQMNQSHQJLPJNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  77.52
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  以 二苯醚 为溶剂， 生成 7-methyl-1H-1,10-phenanthrolin-4-one
  参考文献：
  名称：

  New Nonsymmetric Phenanthrolines as Very Effective Ligands in the Palladium-Catalyzed Carbonylation of Nitrobenzene

  摘要：

  Inspired by the results of a previous mechanistic Study, a series of mostly new nonsymmetric phenanthrolines were synthesized and tested as ligands in the palladium-catalyzed reductive carbonylation reaction of nitrobenzene to methyl phenylcarbamate. Very good results were obtained when the asymmetry was of an electronic nature (a donating substituent in the para position of one of the two pyridinic rings and an electron-withdrawing or no substituent on the para position of the other pyridinic ring), but steric hindrance in the ortho or meta position retarded the reaction. The TOF for the modified system is the highest ever reported for any carbonylation reaction of nitroarenes.

  DOI：

  10.1021/om100023x
• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 4-甲基-8-氨基喹啉 、 原甲酸三甲酯 生成
  参考文献：
  名称：

  New Nonsymmetric Phenanthrolines as Very Effective Ligands in the Palladium-Catalyzed Carbonylation of Nitrobenzene

  摘要：

  Inspired by the results of a previous mechanistic Study, a series of mostly new nonsymmetric phenanthrolines were synthesized and tested as ligands in the palladium-catalyzed reductive carbonylation reaction of nitrobenzene to methyl phenylcarbamate. Very good results were obtained when the asymmetry was of an electronic nature (a donating substituent in the para position of one of the two pyridinic rings and an electron-withdrawing or no substituent on the para position of the other pyridinic ring), but steric hindrance in the ortho or meta position retarded the reaction. The TOF for the modified system is the highest ever reported for any carbonylation reaction of nitroarenes.

  DOI：

  10.1021/om100023x