3-(2'-bromo-4'-nitrophenyl)pyridine

• 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-(2'-bromo-4'-nitrophenyl)pyridine
• 英文别名: 3-(2-Bromo-4-nitrophenyl)pyridine；3-(2-bromo-4-nitrophenyl)pyridine
• 化学式: C₁₁H₇BrN₂O₂
• 分子量: 279.093
• InChiKey: WWNBJBSFLRFHIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  丙烯酸乙酯 、 3-(2'-bromo-4'-nitrophenyl)pyridine 在 palladium diacetate 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以50%的产率得到(E)-3-(5-Nitro-2-pyridin-3-yl-phenyl)-acrylic acid ethyl ester
  参考文献：
  名称：

  C−H Activation and Palladium Migration within Biaryls under Heck Reaction Conditions

  摘要：

  [GRAPHICS]Biaryl bromides such as 1 (R=NO2, H, OMe) undergo the Heck reaction to give both the expected products 3 ("retention") as well as "crossover" products 4 derived from a migration of Pd and net transfer of reactivity from one aryl ring to the other. Under the conditions used, crossover is increasingly favored when electron-deficient arenes are involved. Crossover products derived from transfer onto the pyridine ring have also been observed.

  DOI：

  10.1021/ol026426v
• 作为产物：
  描述：

  2-溴-1-碘-4-硝基苯 、 3-吡啶硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 以40%的产率得到3-(2'-bromo-4'-nitrophenyl)pyridine
  参考文献：
  名称：

  C−H Activation and Palladium Migration within Biaryls under Heck Reaction Conditions

  摘要：

  [GRAPHICS]Biaryl bromides such as 1 (R=NO2, H, OMe) undergo the Heck reaction to give both the expected products 3 ("retention") as well as "crossover" products 4 derived from a migration of Pd and net transfer of reactivity from one aryl ring to the other. Under the conditions used, crossover is increasingly favored when electron-deficient arenes are involved. Crossover products derived from transfer onto the pyridine ring have also been observed.

  DOI：

  10.1021/ol026426v

文献信息

• C−H Activation and Palladium Migration within Biaryls under Heck Reaction Conditions
  作者：Gunter Karig、Maria-Teresa Moon、Nopporn Thasana、Timothy Gallagher

  DOI：10.1021/ol026426v

  日期：2002.9.1

  [GRAPHICS]Biaryl bromides such as 1 (R=NO2, H, OMe) undergo the Heck reaction to give both the expected products 3 ("retention") as well as "crossover" products 4 derived from a migration of Pd and net transfer of reactivity from one aryl ring to the other. Under the conditions used, crossover is increasingly favored when electron-deficient arenes are involved. Crossover products derived from transfer onto the pyridine ring have also been observed.