1-methyl-1H-cyclopenta[2,1-b;3,4-b']dipyridine | 72693-72-2

• 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
• 英文名称: 1-methyl-1H-cyclopenta[2,1-b;3,4-b']dipyridine
• 英文别名: 13-Methyl-3,13-diazatricyclo[7.4.0.02,7]trideca-1,3,5,7,9,11-hexaene
• CAS: 72693-72-2
• 化学式: C₁₂H₁₀N₂
• 分子量: 182.225
• InChiKey: STVRFMWUSMZGQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  乙二醇二甲醚 、 二氧化碳 、 1-methyl-1H-cyclopenta[2,1-b;3,4-b']dipyridine 以124 mg的产率得到
  参考文献：
  名称：

  Tuning the Reactivity of an Actor Ligand for Tandem CO₂and C–H Activations: From Spectator Metals to Metal-Free

  摘要：

  The 4,5-diazafluorenide ligand (L-) serves as an actor ligand in the formal insertion of CO2 into a C-H bond remote from the metal center. With the Ru(II) complex of L- as the starting point, Rh(III), Rh(I), and Cu(I) were used as spectator metal centers to tune the reactivity of the actor ligand toward CO2. In the case of Rh(III)-diazafluorenide a room temperature reversible activation of CO2 was observed, similar to the isoelectronic Ru(II) analogue. In the case of Rh(I)- and Cu(I)-diazafluorenide CO2 is trapped by the formation of dinuclear carboxylate complexes and diazafluorene (LH). The spectator metal center could even be replaced entirely with an organic group allowing for the first metal-free reversible tandem CO2 and C-H activation.

  DOI：

  10.1021/ja4073832
• 作为产物：
  描述：

  4-methyl-4,5-diazafluorene iodide 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到1-methyl-1H-cyclopenta[2,1-b;3,4-b']dipyridine
  参考文献：
  名称：

  Tuning the Reactivity of an Actor Ligand for Tandem CO₂and C–H Activations: From Spectator Metals to Metal-Free

  摘要：

  The 4,5-diazafluorenide ligand (L-) serves as an actor ligand in the formal insertion of CO2 into a C-H bond remote from the metal center. With the Ru(II) complex of L- as the starting point, Rh(III), Rh(I), and Cu(I) were used as spectator metal centers to tune the reactivity of the actor ligand toward CO2. In the case of Rh(III)-diazafluorenide a room temperature reversible activation of CO2 was observed, similar to the isoelectronic Ru(II) analogue. In the case of Rh(I)- and Cu(I)-diazafluorenide CO2 is trapped by the formation of dinuclear carboxylate complexes and diazafluorene (LH). The spectator metal center could even be replaced entirely with an organic group allowing for the first metal-free reversible tandem CO2 and C-H activation.

  DOI：

  10.1021/ja4073832