2,4,6-trimethoxy-3'-methylbiphenyl | 1040196-65-3

• 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: 2,4,6-trimethoxy-3'-methylbiphenyl
• 英文别名: 1,3,5-Trimethoxy-2-(3-methylphenyl)benzene；1,3,5-trimethoxy-2-(3-methylphenyl)benzene
• CAS: 1040196-65-3
• 化学式: C₁₆H₁₈O₃
• 分子量: 258.317
• InChiKey: RYRNWPZNKWAVCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3,5-三甲氧基苯 、 3-甲基苯硼酸 在 copper(II) trifluoroacetate hydrate 、 三氟乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 13.0h， 以62%的产率得到2,4,6-trimethoxy-3'-methylbiphenyl
  参考文献：
  名称：

  Copper-Mediated C−H Bond Arylation of Arenes with Arylboronic Acids

  摘要：

  A new copper-mediated cross-coupling of arenes and arylboronic acids is described. Under the influence of Cu(OCOCF3)(2), the C-H bond arylation of electron-rich arenes with arylboronic acids takes place to afford a range of biaryis in good yields. The reaction is selective for cross-coupling; no homocoupling product arising from arenes or arylboronic acids is detected. Multiple C-H bond arylation is possible with indoles and pyrroles furnishing interesting extended pi-systems.

  DOI：

  10.1021/ol8013717

文献信息

• Synthesis of NHC Ligands Containing a Sulfoxide Moiety and Their Use in Cross-Coupling via a Au(I)/(III) Catalytic Cycle
  作者：Takanori Shibata、Rikako Nagai、Sari Okazaki、Shun Nishibe、Mamoru Ito

  DOI：10.1246/bcsj.20220013

  日期：2022.4.15

  We designed and synthesized a new series of NHCs with a sulfoxide moiety as a hemilabile ligand. We investigated the catalytic activities of Au(I)-NHC complexes in the strong oxidant-free cross-coupling of iodoarenes with 1,3,5-trimethoxybenzene. We ascertained that the sulfoxide moiety is critical for the Au(I)/(III) catalytic cycle.

  我们设计并合成了一系列新的以亚砜部分作为半可配体的 NHC。我们研究了 Au(I)-NHC 配合物在碘芳烃与 1,3,5-三甲氧基苯的无强氧化剂交叉偶联中的催化活性。我们确定亚砜部分对 Au(I)/(III) 催化循环至关重要。
• Palladium-catalyzed decarboxylative coupling of benzoic acid derivatives using hydrazone ligands
  作者：Takashi Mino、Eri Yoshizawa、Kohei Watanabe、Taichi Abe、Kiminori Hirai、Masami Sakamoto

  DOI：10.1016/j.tetlet.2014.04.017

  日期：2014.5

  Palladium-catalyzed decarboxylative coupling of benzoic acid derivatives with arylboroxins gave biaryls using a catalytic amount of Pd(TFA)(2)-hydrazone Id system with Ag2CO3 at 80 degrees C in good yields. We also found that decarboxylative coupling with aryl(trialkoxy)silanes gave biaryls using a Pd(TFA)(2)-hydrazone 1g system with AgF in good yields. 2014 Elsevier Ltd. All rights reserved.