2-(3,4'-dimethylbiphenyl-2-yl)acetic acid | 1342343-93-4

• 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-(3,4'-dimethylbiphenyl-2-yl)acetic acid
• 英文别名: 2-[2-Methyl-6-(4-methylphenyl)phenyl]acetic acid；2-[2-methyl-6-(4-methylphenyl)phenyl]acetic acid
• CAS: 1342343-93-4
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: HBPKVLMJKHGJFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  potassium (4-methylphenyl)trifluoroborate 、 邻甲基苯乙酸 在 palladium diacetate 、 potassium hydrogencarbonate 、 N-acetyl-L-isoleucine 、 silver carbonate 、 对苯醌 作用下， 以 2-甲基-2-丁醇 为溶剂， 反应 2.0h， 以99%的产率得到2-(3,4'-dimethylbiphenyl-2-yl)acetic acid
  参考文献：
  名称：

  Ligand-Accelerated Cross-Coupling of C(sp²)–H Bonds with Arylboron Reagents

  摘要：

  A ligand-accelerated Pd(II)-catalyzed C(sp(2))-H/arylboron cross-coupling reaction of phenylacetic acid substrates is reported. Using Ac-Ile-OH as the ligand and Ag2CO3 as the oxidant, a fast, high-yielding, operationally simple, and functional group-tolerant protocol has been developed for the cross-coupling of phenyl acetic acid substrates with aryltrifluoroborates. This ligand scaffold has also been shown to improve catalysis using 1 atm O-2 as the sole reoxidant, which sheds light on the path forward in developing optimized ligands for aerobic C-H/arylboron cross-coupling.

  DOI：

  10.1021/ja203978r

文献信息

• Ligand-Accelerated Cross-Coupling of C(sp²)–H Bonds with Arylboron Reagents
  作者：Keary M. Engle、Peter S. Thuy-Boun、Michael Dang、Jin-Quan Yu

  DOI：10.1021/ja203978r

  日期：2011.11.16

  A ligand-accelerated Pd(II)-catalyzed C(sp(2))-H/arylboron cross-coupling reaction of phenylacetic acid substrates is reported. Using Ac-Ile-OH as the ligand and Ag2CO3 as the oxidant, a fast, high-yielding, operationally simple, and functional group-tolerant protocol has been developed for the cross-coupling of phenyl acetic acid substrates with aryltrifluoroborates. This ligand scaffold has also been shown to improve catalysis using 1 atm O-2 as the sole reoxidant, which sheds light on the path forward in developing optimized ligands for aerobic C-H/arylboron cross-coupling.