2-(2,5-dimethoxyphenyl)-1,10-phenanthroline | 146904-97-4

• 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
• 英文名称: 2-(2,5-dimethoxyphenyl)-1,10-phenanthroline
• CAS: 146904-97-4
• 化学式: C₂₀H₁₆N₂O₂
• 分子量: 316.359
• InChiKey: KVLCAXXFDYQGMQ-UHFFFAOYSA-N

物化性质

• 沸点：
  493.9±40.0 °C(predicted)
• 密度：
  1.229±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.47
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  44.24
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(2,5-dimethoxyphenyl)-1,10-phenanthroline 在 H₂O 、 DMF 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Palladium(II) complexes of 2-(2,5-dimethoxyphenyl)-1,10-phenanthroline (phenhqMe2) and 2-(2,5-hydroquinonyl)-1,10-phenanthroline (phenhqH2). The x-ray crystal structure of [PdCl(phenhqH)]·H2O·(CH3)2SO

  摘要：

  The reactions of [PdCl4]- or [PdCl2(PhCN)2] with 2-(2,5-dimethoxyphenyl)-1,10-phenanthroline (phenhqMe2) are solvent dependent: in dichloromethane the complex [PdCl2(phenhqMe2)] (1) was obtained whereas further reaction occurred in methanol producing [PdCl(phenhqMe2)] (2) in which the cyclometallated ligand acts as a C,N-N-donor. Reaction of [PdCl2(MeCN)2] with phenhqMe2 in acetonitrile at reflux followed a different course and yielded [PdCl(phenhqMe)] (3), in which the cyclometallated ligand acts as a O,N,N-donor. The O,N,N-chelated hydroquinonyl complex [PdBr(phenhqH)] (4) was formed from 1 by treatment with BBr3. Higher yields of [PdCl(phenhqH)] (5), the chloro analogue of 4, were obtained in direct preparations starting with the free ligand 2,5-hydroquinonyl-1,10-phenanthroline (phenhqH2). An equilibrium is established between 5 and the C,N,N-cyclometallated product [PdCl(phenhqH2)] (6) in dimethylformamide heated at reflux. The X-ray crystal structure of 5.H2O.(CH3)2SO, which exhibits centrosymmetric twin-stranded chains of pi-stacked dimers of 5 held together by hydrogen bonding to bridging water molecules, is described.

  DOI：

  10.1016/s0277-5387(00)83288-x

文献信息

• Synthesis, electrochemical and spectroscopic properties of pendant hydroquinone- and quinone-substituted polypyridyl ruthenium(II) complexes
  作者：Robert A. Berthon、Stephen B. Colbran、Grainne M. Moran

  DOI：10.1016/s0020-1693(00)88106-2

  日期：1993.2