2'-pyridin-2-yl-1,1':3',1''-terphenyl-3,3''-dicarbonitrile

• 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'-pyridin-2-yl-1,1':3',1''-terphenyl-3,3''-dicarbonitrile
• 英文别名: 3-[3-(3-Cyanophenyl)-2-pyridin-2-ylphenyl]benzonitrile；3-[3-(3-cyanophenyl)-2-pyridin-2-ylphenyl]benzonitrile
• 化学式: C₂₅H₁₅N₃
• 分子量: 357.414
• InChiKey: SXEJMIXBIIKYKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 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：
  60.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-苯基吡啶 、 3-氯苯腈 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ potassium carbonate 、 di-1-adamantylphosphine oxide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 8.0h， 以81%的产率得到2'-pyridin-2-yl-1,1':3',1''-terphenyl-3,3''-dicarbonitrile
  参考文献：
  名称：

  Phosphine Oxides as Preligands in Ruthenium-Catalyzed Arylations via C−H Bond Functionalization Using Aryl Chlorides

  摘要：

  The use of air-stable, electron-rich phosphine oxides as preligands allows for unprecedented general ruthenium-catalyzed arylation reactions of pyridines and imines through C-H-bond activation using aryl chlorides. The catalytic system derived from a sterically hindered adamantyl-substituted phosphine oxide proves highly efficient and tolerates a number of important functional groups.

  DOI：

  10.1021/ol051216e

文献信息

• [RuCl3(H2O)n]-catalyzed direct arylations
  作者：Lutz Ackermann、Andreas Althammer、Robert Born

  DOI：10.1016/j.tet.2008.01.050

  日期：2008.6

  Catalytic amounts of economically attractive [RuCl3(H2O)(n)] allow for direct arylations via C-H bond functionalization with aryl bromides under phosphine ligand-free reaction conditions. Thereby, a variety of functionalized (hetero)aryl bromides, bearing either electron-withdrawing or electron-releasing substituents, can be employed for direct arylations of pyridine, oxazoline, pyrazole, or ketimine derivatives as pronucleophiles. (C) 2008 Elsevier Ltd. All rights reserved.
• RuCl₃-Catalyzed Regioselective Diarylation with Aryl Tosylates via C-H Activation
  作者：Baoli Zhao

  DOI：10.1080/00397911.2012.688160

  日期：2013.8.3

  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.
• Phosphine Oxides as Preligands in Ruthenium-Catalyzed Arylations via C−H Bond Functionalization Using Aryl Chlorides
  作者：Lutz Ackermann

  DOI：10.1021/ol051216e

  日期：2005.7.1

  The use of air-stable, electron-rich phosphine oxides as preligands allows for unprecedented general ruthenium-catalyzed arylation reactions of pyridines and imines through C-H-bond activation using aryl chlorides. The catalytic system derived from a sterically hindered adamantyl-substituted phosphine oxide proves highly efficient and tolerates a number of important functional groups.