1,1′-(3,3′-dimethylbiphenyl-2,2′-diyl)bis(1H-pyrazole) | 1021602-74-3

• 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: 1,1′-(3,3′-dimethylbiphenyl-2,2′-diyl)bis(1H-pyrazole)
• 英文别名: 3,3'-dimethyl-2,2'-di(1H-pyrazol-1-yl)biphenyl；1-[2-Methyl-6-(3-methyl-2-pyrazol-1-ylphenyl)phenyl]pyrazole；1-[2-methyl-6-(3-methyl-2-pyrazol-1-ylphenyl)phenyl]pyrazole
• CAS: 1021602-74-3
• 化学式: C₂₀H₁₈N₄
• 分子量: 314.39
• InChiKey: OPLSMGVWNCUILD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1 -邻甲苯-1H -吡唑 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 2,4,6-三甲基苯甲酸 、 potassium carbonate 、 1-氯-2-(三氟甲基)苯 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以71%的产率得到1,1′-(3,3′-dimethylbiphenyl-2,2′-diyl)bis(1H-pyrazole)
  参考文献：
  名称：

  钌催化的1,2,3-三唑-4-基取代的芳烃的CH键官能化：脱氢偶联与直接芳基化

  摘要：

  发现在三唑-4-基取代的芳烃上钌催化的CH键芳基化的化学选择性取决于两种底物的取代方式。尽管各种芳基氯化物导致直接芳基化产生的产物，但邻位取代的芳基卤化物与邻位烷基化的芳烃结合优选导致氧化均偶联。 芳基化-CH活化-脱氢-钌-三唑

  DOI：

  10.1055/s-0029-1220010

文献信息

• Palladium-Catalyzed Chelation-Assisted Regioselective Oxidative Dehydrogenative Homocoupling/<i>Ortho</i>-Hydroxylation in <i>N</i>-Phenylpyrazoles
  作者：Harikrishna Batchu、Soumya Bhattacharyya、Ruchir Kant、Sanjay Batra

  DOI：10.1021/acs.joc.5b00733

  日期：2015.8.7

  A palladium-catalyzed pyrazole-directed regioselective oxidative C(sp2)-H functionalization of the N-phenyl ring in N-phenylpyrazoles to afford either a biaryl bis-pyrazole (via dehydrogenative homocoupling) or N-(o-hydroxyphenyl)pyrazole (via C-H oxygenation) or their mixture is described. The substitutions on the N-phenyl ring and the pyrazole ring and the dilution of the reaction medium with respect to the TFA/TFAA mixture (substrate concentration) have a remarkable influence on the outcome of the reaction. It was discovered that if the reactions were performed under highly dilute conditions (ca. 10 times) then N-(o-hydroxyphenyl)pyrazoles were the major or the sole products.
• Nitrogen-Directed Ortho-Selective Homocoupling of Aromatic Compounds Catalyzed by Ruthenium Complexes
  作者：Shuichi Oi、Hitoshi Sato、Shoko Sugawara、Yoshio Inoue

  DOI：10.1021/ol800439e

  日期：2008.5.1

  A nitrogen-directed regioselective homocoupling reaction of aromatic compounds has been found to be catalyzed by a ruthenium complex in the presence of methallyl acetate as a hydrogen scavenger.