6-(3-phthalimidopropoxy)-4-p-tolyl-2,2'-bipyridine

• 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: 6-(3-phthalimidopropoxy)-4-p-tolyl-2,2'-bipyridine
• 英文别名: 2-[3-[4-(4-Methylphenyl)-6-pyridin-2-ylpyridin-2-yl]oxypropyl]isoindole-1,3-dione
• 化学式: C₂₈H₂₃N₃O₃
• 分子量: 449.509
• InChiKey: KAGCJGLEXOJTEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(3-phthalimidopropoxy)-4-p-tolyl-2,2'-bipyridine 在 sodium hydroxide 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 6-(3-aminopropoxy)-4-p-tolyl-2,2'-bipyridine
  参考文献：
  名称：

  Synthesis of 2,2'-Bipyridines Bearing Amino or Carboxyl Group at the Side Chain and Physical Properties of Their Ruthenium(II) Complexes

  摘要：

  The synthesis of unsymmetrical 2,2'-bipyridines, in which one pyridine ring of bipyridine is linked to the amino or carboxyl group through the alkyl chain as the side chain became possible by the regioselective O-alkylation of pyridyl-2( 1H)-pyridinones. Synthetic tris(bipyridine)ruthenium(II) showed characteristic metal-to-ligand charge transfer (MLCT) bands at around 480 nm. The standard redox potentials of new [Ru(bpy)(3)](2+) were about 200 mV lower than that of the parent [Ru(bpy)(3)](2+). The p-substituent effect of the benzene ring upon the redox potential was observed.

  DOI：

  10.3987/com-98-s31
• 作为产物：
  描述：

  1-(2-乙氧基-2-氧乙基)溴化吡啶 在 ammonium acetate 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 paraffin 为溶剂， 反应 14.25h， 生成 6-(3-phthalimidopropoxy)-4-p-tolyl-2,2'-bipyridine
  参考文献：
  名称：

  Synthesis of 2,2'-Bipyridines Bearing Amino or Carboxyl Group at the Side Chain and Physical Properties of Their Ruthenium(II) Complexes

  摘要：

  The synthesis of unsymmetrical 2,2'-bipyridines, in which one pyridine ring of bipyridine is linked to the amino or carboxyl group through the alkyl chain as the side chain became possible by the regioselective O-alkylation of pyridyl-2( 1H)-pyridinones. Synthetic tris(bipyridine)ruthenium(II) showed characteristic metal-to-ligand charge transfer (MLCT) bands at around 480 nm. The standard redox potentials of new [Ru(bpy)(3)](2+) were about 200 mV lower than that of the parent [Ru(bpy)(3)](2+). The p-substituent effect of the benzene ring upon the redox potential was observed.

  DOI：

  10.3987/com-98-s31

文献信息

• Synthesis of 2,2'-Bipyridines Bearing Amino or Carboxyl Group at the Side Chain and Physical Properties of Their Ruthenium(II) Complexes
  作者：Akira Katoh、Yoshihiro Kitamura、Hideyuki Fujii、Yumi Horie、Tetsuji Satoh、Junko Ohkanda、Yoshinobu Yokomori

  DOI：10.3987/com-98-s31

  日期：——

  The synthesis of unsymmetrical 2,2'-bipyridines, in which one pyridine ring of bipyridine is linked to the amino or carboxyl group through the alkyl chain as the side chain became possible by the regioselective O-alkylation of pyridyl-2( 1H)-pyridinones. Synthetic tris(bipyridine)ruthenium(II) showed characteristic metal-to-ligand charge transfer (MLCT) bands at around 480 nm. The standard redox potentials of new [Ru(bpy)(3)](2+) were about 200 mV lower than that of the parent [Ru(bpy)(3)](2+). The p-substituent effect of the benzene ring upon the redox potential was observed.