1,1’-bis(quinolin-2-yl)ferrocene | 103101-63-9

• 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
• 英文名称: 1,1’-bis(quinolin-2-yl)ferrocene
• 英文别名: 1,1'-bis-[2-quinolinyl]ferrocene；1,1'-Di(2-quinolyl)ferrocene；2-cyclopenta-2,4-dien-1-ylquinoline;iron(2+)
• CAS: 103101-63-9
• 化学式: C₂₈H₂₀FeN₂
• 分子量: 440.327
• InChiKey: VDPLZIMWNWWBTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.24
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,1'-diacetylferrocene 、 2-氨基苯甲醛 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以43%的产率得到1,1’-bis(quinolin-2-yl)ferrocene
  参考文献：
  名称：

  Efficient Synthesis of Ferrocenylquinolines via the Friedländer Reaction

  摘要：

  Acylferrocenes 2a-c reacted with ortho-aminoarylaldehydes 1a-e via the Friedlander condensation reaction to afford the corresponding ferrocenylquinolines 3a-o in moderate yields in the presence of sodium ethoxide (30 mmol%) under mild reaction conditions. Under the same reaction conditions, 1,1'-diacetylferrocene 2d and 1,1'-dipropionylferrocene 2e reacted with ortho-aminoaldehydes 1a-e to afford the corresponding 1,1'-bis(substituted quinolin-2-yl) ferrocene derivatives 3p-t. The structures of compounds 3a-t were determined and characterized by infrared, H-1 NMR, mass spectrometry, and elemental analysis. The crystal structures of 3e and 3q were determined by x-ray crystallography.

  DOI：

  10.1080/00397911.2010.519090

文献信息

• Ferrocenylhydroxyquinolines
  作者：Ian R. Butler、David S. Brassington、Rachel A. Bromley、Peter Licence、John Wrench

  DOI：10.1016/0277-5387(96)00112-x

  日期：1996.8

  The direct reactions of lithioferrocenes with 8-hydroxyquinoline led to the formation of the product ligands 2-ferrocenyl-8-hydroxyquinoline (7) and bis-[2-(8-hydroxyquinolinyl)]ferrocene (8). These ligands have been fully characterized and preliminary results have been obtained to compare their coordination chemistry with that of free 8-hydroxyquinoline. Copyright (C) 1996 Elsevier Science Ltd