4-硝基-2,6-(喹啉-8-基)吡啶 | 1000860-85-4

• 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
• 中文名称: 4-硝基-2,6-(喹啉-8-基)吡啶
• 英文名称: 4-nitro-2,6-(quinolin-8-yl)pyridine
• 英文别名: 8-(4-Nitro-6-quinolin-8-ylpyridin-2-yl)quinoline
• CAS: 1000860-85-4
• 化学式: C₂₃H₁₄N₄O₂
• 分子量: 378.39
• InChiKey: GOYXLYYHTHEWEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-硝基-2,6-(喹啉-8-基)吡啶 在 palladium on activated charcoal 一水合肼 作用下， 以 乙醇 为溶剂， 以90%的产率得到4-amino-2,6-bis(quinolin-8-yl)pyridine
  参考文献：
  名称：

  Synthesis and Characterization of 2,6-Di(quinolin-8-yl)pyridines. New Ligands for Bistridentate Ru^II Complexes with Microsecond Luminescent Lifetimes

  摘要：

  The synthesis of 4-substituted and 4-aryl-substituted 2,6-di(quinolin-8-yl)pyridines is described. The tridentate ligands were prepared via a palladium-catalyzed Suzuki-Miyaura cross-coupling reaction or via a one-step ring-forming reaction generating the central pyridine ring. X-ray crystal structures and H-1 NMR shifts are discussed and compared to the corresponding data for a Ru-II bistridentate complex. Intramolecular stacking of two quinoline units in the Run complex is suggested by H-1 NMR data and also observed in the X-ray structure.

  DOI：

  10.1021/jo7015373
• 作为产物：
  描述：

  喹啉-8-硼酸 、 2,6-二溴-4-硝基吡啶 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 作用下， 以 甲苯 为溶剂， 以54%的产率得到4-硝基-2,6-(喹啉-8-基)吡啶
  参考文献：
  名称：

  Synthesis and Characterization of 2,6-Di(quinolin-8-yl)pyridines. New Ligands for Bistridentate Ru^II Complexes with Microsecond Luminescent Lifetimes

  摘要：

  The synthesis of 4-substituted and 4-aryl-substituted 2,6-di(quinolin-8-yl)pyridines is described. The tridentate ligands were prepared via a palladium-catalyzed Suzuki-Miyaura cross-coupling reaction or via a one-step ring-forming reaction generating the central pyridine ring. X-ray crystal structures and H-1 NMR shifts are discussed and compared to the corresponding data for a Ru-II bistridentate complex. Intramolecular stacking of two quinoline units in the Run complex is suggested by H-1 NMR data and also observed in the X-ray structure.

  DOI：

  10.1021/jo7015373

文献信息

• Synthesis and Characterization of 2,6-Di(quinolin-8-yl)pyridines. New Ligands for Bistridentate Ru^II Complexes with Microsecond Luminescent Lifetimes
  作者：Michael Jäger、Lars Eriksson、Jonas Bergquist、Olof Johansson

  DOI：10.1021/jo7015373

  日期：2007.12.1

  The synthesis of 4-substituted and 4-aryl-substituted 2,6-di(quinolin-8-yl)pyridines is described. The tridentate ligands were prepared via a palladium-catalyzed Suzuki-Miyaura cross-coupling reaction or via a one-step ring-forming reaction generating the central pyridine ring. X-ray crystal structures and H-1 NMR shifts are discussed and compared to the corresponding data for a Ru-II bistridentate complex. Intramolecular stacking of two quinoline units in the Run complex is suggested by H-1 NMR data and also observed in the X-ray structure.