2-(4'-fluoro-[1,1':3',1''-terphenyl]-2'-yl)pyridine | 1048643-99-7

• 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-(4'-fluoro-[1,1':3',1''-terphenyl]-2'-yl)pyridine
• 英文别名: 2-(2,6-diphenyl-3-fluorophenyl)pyridine；2-(3-Fluoro-2,6-diphenylphenyl)pyridine
• CAS: 1048643-99-7
• 化学式: C₂₃H₁₆FN
• 分子量: 325.385
• InChiKey: QYWUVMQVHITOAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  25
• 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：
  12.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲苯亚磺酸苯酯 、 2-(3-fluorophenyl)pyridine 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77%的产率得到2-(4'-fluoro-[1,1':3',1''-terphenyl]-2'-yl)pyridine
  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

• Group Exchange between Ketones and Carboxylic Acids through Directing Group Assisted Rh-Catalyzed Reorganization of Carbon Skeletons
  作者：Zhi-Quan Lei、Fei Pan、Hu Li、Yang Li、Xi-Sha Zhang、Kang Chen、Xin Wang、Yu-Xue Li、Jian Sun、Zhang-Jie Shi

  DOI：10.1021/ja512003d

  日期：2015.4.22

  The Rh(I)-catalyzed direct reorganization of organic frameworks and group exchanges between carboxylic acids and aryl ketones was developed with the assistance of directing group. Biaryls, alkenylarenes, and alkylarenes were produced in high efficiency from aryl ketones and the corresponding carboxylic acids by releasing the other molecule of carboxylic acids and carbon monoxide. A wide range of functional

  Rh(I) 催化的有机骨架直接重组和羧酸和芳基酮之间的基团交换是在导向基团的帮助下开发的。通过释放其他分子的羧酸和一氧化碳，由芳基酮和相应的羧酸高效生产联芳烃、烯基芳烃和烷基芳烃。广泛的官能团具有良好的兼容性。在实验机理研究和计算计算的支持下，两个合作伙伴之间的交换被提议在关键中间体的 Rh-(III) 中心进行。这种转变揭示了两种有机分子基团转移的新催化途径。
• 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。