3,3’’,5,5’’-tetramethyl-[1,1’:3’,1’’-terphenyl]-2’-carbaldehyde | 1364673-49-3

• 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: 3,3’’,5,5’’-tetramethyl-[1,1’:3’,1’’-terphenyl]-2’-carbaldehyde
• 英文别名: 3,3'',5,5''-tetramethyl-[1,1':3',1''-terphenyl]-2'-carbaldehyde；2,6-di(3',5'-dimethylphenyl)benzaldehyde；2,6-Bis(3,5-dimethylphenyl)benzaldehyde；2,6-bis(3,5-dimethylphenyl)benzaldehyde
• CAS: 1364673-49-3
• 化学式: C₂₃H₂₂O
• 分子量: 314.427
• InChiKey: NFHFQYAEDLFBMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3,5-二甲基苯硼酸 在 四丁基溴化铵 、 palladium diacetate 、 potassium carbonate 、 caesium carbonate 、 palladium dichloride 、 1,3-双-(2,6-二异丙基苯基)咪唑鎓氯化物 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 3,3’’,5,5’’-tetramethyl-[1,1’:3’,1’’-terphenyl]-2’-carbaldehyde
  参考文献：
  名称：

  Palladium-catalyzed site-selective arylation of symmetric dichlorobenzaldehyde to non-symmetric diaryl benzaldehyde via Suzuki coupling

  摘要：

  Arylation of 2,6-dichlorobenzaldehyde by aryl boronic acids via site-selective Suzuki coupling catalyzed by PdCl2 supported on 4 A molecular sieves produces 2-aryl-6-chlorobenzaldehyde which on subsequent coupling with a different aryl boronic acid in the presence of Pd(OAc)(2)-NHC ligand leads to non-symmetric diaryl benzaldehyde in good overall yield. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.014

文献信息

• Improving the sustainability of the ruthenium-catalysed <i>N</i>-directed C–H arylation of arenes with aryl halides
  作者：Michael T. Findlay、Ashley S. Hogg、James J. Douglas、Igor Larrosa

  DOI：10.1039/d2gc03860a

  日期：——

  A ruthenium-catalysed C–H arylation procedure that utilises a range of green solvents in place of the undesirable solvent NMP is presented. Examples of fast reaction time, low catalyst loading and large-scale reactivity are also shown.

  本文介绍了一种钌催化的 C-H 芳基化过程，该过程利用一系列绿色溶剂代替了不理想的溶剂 NMP。此外，还举例说明了快速反应时间、低催化剂负载和大规模反应能力。
• Modular Arene Difunctionalization of Unactivated C–O and C–H Bonds by Sequential Chromium-Catalyzed Transformations
  作者：Zhi Rong、Meiming Luo、Xiaoming Zeng

  DOI：10.1021/acs.orglett.9b02504

  日期：2019.9.6

  Sequential transformations of unactivated C-O and C-H bonds under chromium catalysis are described. The use of a N-benzyl-substituted imino group as an auxiliary combined with chromium(II) chloride as a precatalyst and 2,3-dichlorobutane as an oxidant allows the arene C-O and C-H bonds to sequentially couple to arylmagnesium reagents to incorporate two identical or different aryl groups into the ortho positions of benzaldehydes.
• Palladium-catalyzed site-selective arylation of symmetric dichlorobenzaldehyde to non-symmetric diaryl benzaldehyde via Suzuki coupling
  作者：Raju Dey、Brindaban C. Ranu

  DOI：10.1016/j.tetlet.2012.01.014

  日期：2012.3

  Arylation of 2,6-dichlorobenzaldehyde by aryl boronic acids via site-selective Suzuki coupling catalyzed by PdCl2 supported on 4 A molecular sieves produces 2-aryl-6-chlorobenzaldehyde which on subsequent coupling with a different aryl boronic acid in the presence of Pd(OAc)(2)-NHC ligand leads to non-symmetric diaryl benzaldehyde in good overall yield. (C) 2012 Elsevier Ltd. All rights reserved.