4-t-butyl-2,6-di(8'-hydroxy-quinolin-2'-yl)pyridine | 1338559-21-9

• 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: 4-t-butyl-2,6-di(8'-hydroxy-quinolin-2'-yl)pyridine
• 英文别名: 4-tert-butyl-2,6-di(8-hydroxy-quinolin-2-yl)pyridine；2-[4-Tert-butyl-6-(8-hydroxyquinolin-2-yl)pyridin-2-yl]quinolin-8-ol
• CAS: 1338559-21-9
• 化学式: C₂₇H₂₃N₃O₂
• 分子量: 421.499
• InChiKey: DLCZJXQAEXUBCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  79.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-叔丁基吡啶 、 ammonium hexafluorophosphate 、 dichlorotetrakis(dimethylsulfoxide)ruthenium(II) 、 4-t-butyl-2,6-di(8'-hydroxy-quinolin-2'-yl)pyridine 在 NaOH 、 triethylamine 、 LiCl 作用下， 以 乙醇 为溶剂， 以16%的产率得到[Ru(4-t-butyl-2,6-di(8'-hydroxy-quinolin-2'-yl)pyridine)(4-t-butylpyridine)2](PF6)*3H2O
  参考文献：
  名称：

  Polydentate Analogues of 8-Hydroxyquinoline and Their Complexes with Ruthenium

  摘要：

  Selective reduction of 2-nitro-3-methoxybenzaldehyde provides 2-amino-3-methoxybenzaldehyde that undergoes the Friedlander condensation with a variety of acetyl-substituted derivatives of pyridine and 1,10-phenanthroline. After cleavage of the methyl ether, the resulting polydentate analogues of 8-hydroxyquinoline are excellent ligands for ruthenium. The resulting oxidation state of the metal center depends on the anionic character of the ligands. The presence of two electron donating anionic ligands results in a Ru(III) complex as evidenced by paramagnetic NMR behavior. The electronic absorption and redox properties of the complexes were measured and found to be consistent with the anionic character of the 8-HQ moieties. A planar pentadentate ligand provides two Ru-O and two Ru-N bonds in the equatorial plane. An X-ray structure shows that the central pyridine of the ligand is oriented toward the metal but held at a distance of 2.44 angstrom.

  DOI：

  10.1021/ic201524j
• 作为产物：
  描述：

  3-甲氧基-2-硝基苯甲醛 在 盐酸 、 氢溴酸 、 铁粉 、 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 4-t-butyl-2,6-di(8'-hydroxy-quinolin-2'-yl)pyridine
  参考文献：
  名称：

  Polydentate Analogues of 8-Hydroxyquinoline and Their Complexes with Ruthenium

  摘要：

  Selective reduction of 2-nitro-3-methoxybenzaldehyde provides 2-amino-3-methoxybenzaldehyde that undergoes the Friedlander condensation with a variety of acetyl-substituted derivatives of pyridine and 1,10-phenanthroline. After cleavage of the methyl ether, the resulting polydentate analogues of 8-hydroxyquinoline are excellent ligands for ruthenium. The resulting oxidation state of the metal center depends on the anionic character of the ligands. The presence of two electron donating anionic ligands results in a Ru(III) complex as evidenced by paramagnetic NMR behavior. The electronic absorption and redox properties of the complexes were measured and found to be consistent with the anionic character of the 8-HQ moieties. A planar pentadentate ligand provides two Ru-O and two Ru-N bonds in the equatorial plane. An X-ray structure shows that the central pyridine of the ligand is oriented toward the metal but held at a distance of 2.44 angstrom.

  DOI：

  10.1021/ic201524j