2,2'-(4,4'-difluorobiphenyl-2,2'-diyl)dipyridine | 1151554-23-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2'-(4,4'-difluorobiphenyl-2,2'-diyl)dipyridine
• 英文别名: 2-[5-Fluoro-2-(4-fluoro-2-pyridin-2-ylphenyl)phenyl]pyridine；2-[5-fluoro-2-(4-fluoro-2-pyridin-2-ylphenyl)phenyl]pyridine
• CAS: 1151554-23-2
• 化学式: C₂₂H₁₄F₂N₂
• 分子量: 344.363
• InChiKey: TZDIYSSQRDMVNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• 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：
  4

反应信息

• 作为产物：
  描述：

  2-(3-fluorophenyl)pyridine 在 碘 、 copper diacetate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以43%的产率得到2,2'-(4,4'-difluorobiphenyl-2,2'-diyl)dipyridine
  参考文献：
  名称：

  Cu(II)-mediated oxidative dimerization of 2-phenylpyridine derivatives

  摘要：

  A Cu(II)/I-2-mecliated C-H bond activation is described. A variety of 2-phenylpyridine derivatives are oxidatively dimerized at the ortho-position of the phenyl ring in which a net loss of two hydrogen atoms results ill [lie formation of a biaryl compound via a double C-H activation/C-C bond-forming process. Moderate functional group tolerance was observed on both the aryl and the pyridyl rings. A single electron transfer (SET) or electrophilic metalation process for iodination followed by Ullmann Coupling Of the intermediate iodinated product is proposed as the operating mechanism for the dimerization process. (C) 2008 Published by Ekevier Ltd.

  DOI：

  10.1016/j.tet.2008.10.053

文献信息

• Cu(II)-mediated oxidative dimerization of 2-phenylpyridine derivatives
  作者：Xiao Chen、Graham Dobereiner、Xue-Shi Hao、Ramesh Giri、Nathan Maugel、Jin-Quan Yu

  DOI：10.1016/j.tet.2008.10.053

  日期：2009.4

  A Cu(II)/I-2-mecliated C-H bond activation is described. A variety of 2-phenylpyridine derivatives are oxidatively dimerized at the ortho-position of the phenyl ring in which a net loss of two hydrogen atoms results ill [lie formation of a biaryl compound via a double C-H activation/C-C bond-forming process. Moderate functional group tolerance was observed on both the aryl and the pyridyl rings. A single electron transfer (SET) or electrophilic metalation process for iodination followed by Ullmann Coupling Of the intermediate iodinated product is proposed as the operating mechanism for the dimerization process. (C) 2008 Published by Ekevier Ltd.