2-[6-methyl-2-(2-methylphenyl)phenyl]pyridine | 1234421-85-2

• 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-[6-methyl-2-(2-methylphenyl)phenyl]pyridine
• 英文别名: 2-(2',3-dimethyl-[1,1'-biphenyl]-2-yl)pyridine；2-[2-Methyl-6-(2-methylphenyl)phenyl]pyridine；2-[2-methyl-6-(2-methylphenyl)phenyl]pyridine
• CAS: 1234421-85-2
• 化学式: C₁₉H₁₇N
• 分子量: 259.351
• InChiKey: CAEKRCJUOIWYAO-UHFFFAOYSA-N

物化性质

• 沸点：
  343.2±11.0 °C(predicted)
• 密度：
  1.055±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 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-(邻甲苯)吡啶 在 硫酸 、 碘 、 palladium diacetate 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 6.5h， 生成 2-[6-methyl-2-(2-methylphenyl)phenyl]pyridine
  参考文献：
  名称：

  Catalytic Electrochemical C–H Iodination and One-Pot Arylation by ON/OFF Switching of Electric Current

  摘要：

  Palladium-catalyzed electrochemical iodination and one-pot arylation of arylpyridines are described. Ortho-selective C-H iodination proceeded via dual activation of each substrate by a palladium catalyst and an electrode. Various aryl groups were introduced at the ortho positions of arylpyridines by ON/OFF switching of two different catalytic cycles using the same palladium catalyst in a one-pot fashion.

  DOI：

  10.1021/jo3012286

文献信息

• Arene‐Free Ruthenium(II/IV)‐Catalyzed Bifurcated Arylation for Oxidative C−H/C−H Functionalizations
  作者：Torben Rogge、Lutz Ackermann

  DOI：10.1002/anie.201909457

  日期：2019.10.28

  detailed insight into the selectivity- and reactivity-controlling factors in bifurcated ruthenium-catalyzed direct C-H arylations and dehydrogenative C-H/C-H functionalizations. Thorough investigations revealed the importance of arene-ligand-free complexes for the formation of biscyclometalated intermediates within a ruthenium(II/IV/II) mechanistic manifold.

  实验和计算研究提供了对叉化钌催化的直接CH芳基化和脱氢CH / CH功能化中选择性和反应性控制因素的详细了解。彻底的研究表明，不含芳烃配体的络合物对于在钌（II / IV / II）机械歧管中形成双环金属化中间体的重要性。
• A Highly Efficient Ruthenium(II) Catalyst with (1,2-Diarylvinyl)phosphine Ligands for Direct Ortho Arylation of 2-Arylpyridine with Aryl Chlorides
  作者：Bingran Yu、Xiaoyu Yan、Song Wang、Ning Tang、Chanjuan Xi

  DOI：10.1021/om100407q

  日期：2010.7.26

  were synthesized, and their ruthenium complexes have been prepared. The structure of [(1,2-diphenylvinyl)phosphine](η6-cymene)RuCl2 (C1) was confirmed by X-ray crystallography. Ruthenium (1,2-diarylvinyl)phosphine complexes are highly efficient catalysts for direct ortho arylation of 2-arylpyridine with a range of aryl chlorides (electron-rich and electron-poor aromatic chlorides). Highly controllable

  合成了一系列的（1,2-二芳基乙烯基）膦配体，并制备了它们的钌配合物。的结构[（1,2-二苯基乙烯基）膦]（η 6 -cymene）的RuCl 2（C1）通过X-射线结晶学证实。钌（1,2-二芳基乙烯基）膦配合物是用于2-芳基吡啶与一系列芳基氯化物（富电子和贫电子芳族氯化物）直接邻位芳基化的高效催化剂。通过芳香环上CH键的官能化，高度可控地形成单芳基化和二芳基化。
• Catalytic Electrochemical C–H Iodination and One-Pot Arylation by ON/OFF Switching of Electric Current
  作者：Hiroko Aiso、Takuya Kochi、Hitoshi Mutsutani、Takamasa Tanabe、Shigeru Nishiyama、Fumitoshi Kakiuchi

  DOI：10.1021/jo3012286

  日期：2012.9.7

  Palladium-catalyzed electrochemical iodination and one-pot arylation of arylpyridines are described. Ortho-selective C-H iodination proceeded via dual activation of each substrate by a palladium catalyst and an electrode. Various aryl groups were introduced at the ortho positions of arylpyridines by ON/OFF switching of two different catalytic cycles using the same palladium catalyst in a one-pot fashion.