2-(4'-methoxybiphenyl-2-yl)-1-methyl-1H-benzoimidazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(4'-methoxybiphenyl-2-yl)-1-methyl-1H-benzoimidazole
• 英文别名: 2-[2-(4-Methoxyphenyl)phenyl]-1-methylbenzimidazole；2-[2-(4-methoxyphenyl)phenyl]-1-methylbenzimidazole
• 化学式: C₂₁H₁₈N₂O
• 分子量: 314.387
• InChiKey: GHRQDIGVKNWQAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-甲基-2-苯基苯并咪唑 、 4-碘苯甲醚 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 potassium carbonate 、 三苯基膦 作用下， 以 苯 为溶剂， 反应 24.0h， 以96%的产率得到2-(4'-methoxybiphenyl-2-yl)-1-methyl-1H-benzoimidazole
  参考文献：
  名称：

  Regioselective Monoarylation of 2-Phenylbenzimidazole via Ruthenium-Catalyzed­ C–H Bond Functionalization

  摘要：

  The highly regioselective monoarylation of 1-methyl-2-phenyl-1H-benzimidazole has been demonstrated. The reaction of 1-methyl-2-phenyl-1H-benzimidazole with 4-iodoanisole provided 2-(4-methoxybiphenyl-2-yl)-1-methyl-1H-benzimidazole as the sole product in 96% isolated yield in the presence of [RuCl2(p-cymene)](2) and triphenylphosphine as precatalysts. A series of novel 2-(biphenyl-2-yl)benzimidazoles have been synthesized in good to excellent yields.

  DOI：

  10.1055/s-0034-1379013

文献信息

• Regioselective Monoarylation of 2-Phenylbenzimidazole via Ruthenium-Catalyzed­ C–H Bond Functionalization
  作者：Shinji Tanimori、Yasuyuki Kobayashi、Mitsuhiro Kashiwa、Motohiro Sonoda、Mitsunori Kirihata

  DOI：10.1055/s-0034-1379013

  日期：——

  The highly regioselective monoarylation of 1-methyl-2-phenyl-1H-benzimidazole has been demonstrated. The reaction of 1-methyl-2-phenyl-1H-benzimidazole with 4-iodoanisole provided 2-(4-methoxybiphenyl-2-yl)-1-methyl-1H-benzimidazole as the sole product in 96% isolated yield in the presence of [RuCl2(p-cymene)](2) and triphenylphosphine as precatalysts. A series of novel 2-(biphenyl-2-yl)benzimidazoles have been synthesized in good to excellent yields.