1-(4'-isobutyl-1,1'-biphenyl-4-yl)ethanone | 644964-46-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4'-isobutyl-1,1'-biphenyl-4-yl)ethanone
• 英文别名: Ethanone, 1-[4'-(2-methylpropyl)[1,1'-biphenyl]-4-yl]-；1-[4-[4-(2-methylpropyl)phenyl]phenyl]ethanone
• CAS: 644964-46-5
• 化学式: C₁₈H₂₀O
• mdl: MFCD18958927
• 分子量: 252.356
• InChiKey: GACRSDVRSUXVNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.277
• 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：

  4-溴苯乙酮 、 4-异丁基苯硼酸 在 Pd(PAnPh₂)2Cl₂ [resin-CH₂N(CH₃)3]2CO₃ 、 maleimido-CH₂-PS resin 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 以66%的产率得到1-(4'-isobutyl-1,1'-biphenyl-4-yl)ethanone
  参考文献：
  名称：

  Polymer-Assisted Solution-Phase (PASP) Suzuki Couplings Employing an Anthracene-Tagged Palladium Catalyst

  摘要：

  A general method for polymer-assisted solution-phase (PASP) Suzuki reactions employing a combination of anthracene-tagged palladium catalyst and anthracene-tagged boronic acid with a polymer-supported carbonate base is reported. The anthracene-tagged catalyst allows for the easy removal of the Pd catalyst along with the dissociated phosphine ligand and phosphine oxide byproducts by sequestration through a chemoselective Diels-Alder reaction with a maleimide resin. The polymer-supported carbonate base facilitates the removal of excess boronic acid and the borane-containing byproducts present at the end of the coupling reaction. The Suzuki coupling reaction can be efficiently conducted by using combinations of the anthracene-tagged Pd catalyst, polymer-supported carbonate base, and anthracene-tagged boronic acid to yield the desired product in high purity and yield without the use of chromatography.

  DOI：

  10.1021/jo035129g

文献信息

• US9056851B2
  申请人：——

  公开号：US9056851B2

  公开（公告）日：2015-06-16
• Polymer-Assisted Solution-Phase (PASP) Suzuki Couplings Employing an Anthracene-Tagged Palladium Catalyst
  作者：Ping Lan、Daniela Berta、John A. Porco、Michael S. South、John J. Parlow

  DOI：10.1021/jo035129g

  日期：2003.12.1

  A general method for polymer-assisted solution-phase (PASP) Suzuki reactions employing a combination of anthracene-tagged palladium catalyst and anthracene-tagged boronic acid with a polymer-supported carbonate base is reported. The anthracene-tagged catalyst allows for the easy removal of the Pd catalyst along with the dissociated phosphine ligand and phosphine oxide byproducts by sequestration through a chemoselective Diels-Alder reaction with a maleimide resin. The polymer-supported carbonate base facilitates the removal of excess boronic acid and the borane-containing byproducts present at the end of the coupling reaction. The Suzuki coupling reaction can be efficiently conducted by using combinations of the anthracene-tagged Pd catalyst, polymer-supported carbonate base, and anthracene-tagged boronic acid to yield the desired product in high purity and yield without the use of chromatography.