3,5-Bis(2-pyridyl)-vinylbenzene | 1306645-54-4

• 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: 3,5-Bis(2-pyridyl)-vinylbenzene
• 英文别名: 2-(3-ethenyl-5-pyridin-2-ylphenyl)pyridine
• CAS: 1306645-54-4
• 化学式: C₁₈H₁₄N₂
• 分子量: 258.323
• InChiKey: SHNPMHWOZFAFLP-UHFFFAOYSA-N

物化性质

• 沸点：
  451.2±45.0 °C(Predicted)
• 密度：
  1.111±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• 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：
  2

反应信息

• 作为产物：
  描述：

  2,2'-(5-溴-1,3-亚苯基)二吡啶 、 乙烯三氟硼酸钾 在 palladium diacetate 、 caesium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 48.0h， 以63%的产率得到3,5-Bis(2-pyridyl)-vinylbenzene
  参考文献：
  名称：

  Synthesis of Vinyl-Substituted Polypyridyl Ligands through Suzuki–Miyaura Cross-Coupling of Potassium Vinyltrifluoroborate with Bromopolypyridines

  摘要：

  Suzuki-Miyauni cross-coupling of bromopolypyridines with potassium vinyltrifluoroborate affords vinyl-substituted polypyridyl ligands in moderate to good yields. This reaction allows simple and practical syntheses of numerous vinyl-substituted polypyridines, such as 4'-vinyl-2,2':6',2 ''-terpyridine, 5,5'-divinyl-2,2'-bipyridine, and 4,4'-divinyl-2,2'-bipyridine. In addition, a new ruthenium complex, [Ru(S,5'-divinyl-2,2'-bipyridine)(3)](2+), was synthesized and found to undergo reductive electropolymerization smoothly.

  DOI：

  10.1021/jo200590r

文献信息

• Synthesis of Vinyl-Substituted Polypyridyl Ligands through Suzuki–Miyaura Cross-Coupling of Potassium Vinyltrifluoroborate with Bromopolypyridines
  作者：Hai-Jing Nie、Jiannian Yao、Yu-Wu Zhong

  DOI：10.1021/jo200590r

  日期：2011.6.3

  Suzuki-Miyauni cross-coupling of bromopolypyridines with potassium vinyltrifluoroborate affords vinyl-substituted polypyridyl ligands in moderate to good yields. This reaction allows simple and practical syntheses of numerous vinyl-substituted polypyridines, such as 4'-vinyl-2,2':6',2 ''-terpyridine, 5,5'-divinyl-2,2'-bipyridine, and 4,4'-divinyl-2,2'-bipyridine. In addition, a new ruthenium complex, [Ru(S,5'-divinyl-2,2'-bipyridine)(3)](2+), was synthesized and found to undergo reductive electropolymerization smoothly.