2-(2,6-二苯基萘-2-基)吡啶 | 1048644-00-3

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 中文名称: 2-(2,6-二苯基萘-2-基)吡啶
• 英文名称: 2-(2,6-diphenylnaphthalen-2-yl)pyridine
• 英文别名: 2-(1,3-Diphenylnaphthalen-2-yl)pyridine
• CAS: 1048644-00-3
• 化学式: C₂₇H₁₉N
• 分子量: 357.455
• InChiKey: BSNPIUCHRUXVRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(2-naphthyl)pyridine 、 对甲苯亚磺酸苯酯 在 ruthenium trichloride 、 2,4,6-三甲基苯甲酸 、 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 12.0h， 以71%的产率得到2-(2,6-二苯基萘-2-基)吡啶
  参考文献：
  名称：

  RuCl₃-Catalyzed Regioselective Diarylation with Aryl Tosylates via C-H Activation

  摘要：

  The direct arylation of arylpyridines with aryl tosylates was carried out smoothly in the presence of 2.5mol% RuCl3 using MesCOOH as crucial promoter to generate biarylated products. The method is simple, efficient, safe, and regioselective, can be performed in the absence of expensive ligands, and does not require any precautions with regard to the exclusion of air and moisture. The biarylated products were obtained in good yields. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2012.688160

文献信息

• Peroxide-Promoted Regioselective Arylation of 2-Phenylpyridines and Related Substrates with Aryl Iodides
  作者：Yuhong Zhang、Kai Cheng、Jinlong Zhao、Chunsong Xie

  DOI：10.1055/s-2008-1072765

  日期：2008.5

  The direct arylation of aryl iodides with 2-phenylpyr­idines and related substrates was carried out smoothly in the presence of 5 mol% RuCl3 using benzoyl peroxide as a promoter to generate biarylated products in high yields. The method is simple, efficient, and regioselective, and employs only commercially available reagents.

  在5 mol%的RuCl3存在下，使用苯甲酰过氧化物作为促进剂，顺利地实现了芳香碘化物与2-苯基吡啶及相关底物的直接芳烃化反应，生成了高产率的二芳基化产品。该方法简单、高效且具有区域选择性，且仅使用商业上可获得的试剂。