1-(4'-acetyl-[1,1'-biphenyl]-4-yl)pyrrolidin-2-one | 1052101-73-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4'-acetyl-[1,1'-biphenyl]-4-yl)pyrrolidin-2-one
• CAS: 1052101-73-1
• 化学式: C₁₈H₁₇NO₂
• 分子量: 279.338
• InChiKey: AGSOGQUNBLJZGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(4'-acetyl-[1,1'-biphenyl]-4-yl)pyrrolidin-2-one 、 甲氧基胺盐酸盐 生成 1-(4'-(1-(methoxyimino)ethyl)-[1,1'-biphenyl]-4-yl)pyrrolidin-2-one
  参考文献：
  名称：

  Insights into Directing Group Ability in Palladium-Catalyzed C−H Bond Functionalization

  摘要：

  This paper describes a detailed investigation of factors controlling the dominance of a directing group in Pd-catalyzed ligand-directed arene acetoxylation. Mechanistic studies, involving reaction kinetics, Hammett analysis, kinetic isotope effect experiments, and the kinetic order in oxidant, have been conducted for a series of different substrates. Initial rates studies of substrates bearing different directing groups showed that these transformations are accelerated by the use of electron-withdrawing directing groups. However, in contrast, under conditions where two directing groups are in competition with one another in the same reaction flask, substrates with electron-donating directing groups react preferentially. These results are discussed in the context of the proposed mechanism for Pd-catalyzed arene acetoxylation.

  DOI：

  10.1021/ja8045519
• 作为产物：
  描述：

  2-吡咯烷酮 、 4-乙酰基-4-溴代联苯 在 铜 作用下， 生成 1-(4'-acetyl-[1,1'-biphenyl]-4-yl)pyrrolidin-2-one
  参考文献：
  名称：

  Insights into Directing Group Ability in Palladium-Catalyzed C−H Bond Functionalization

  摘要：

  This paper describes a detailed investigation of factors controlling the dominance of a directing group in Pd-catalyzed ligand-directed arene acetoxylation. Mechanistic studies, involving reaction kinetics, Hammett analysis, kinetic isotope effect experiments, and the kinetic order in oxidant, have been conducted for a series of different substrates. Initial rates studies of substrates bearing different directing groups showed that these transformations are accelerated by the use of electron-withdrawing directing groups. However, in contrast, under conditions where two directing groups are in competition with one another in the same reaction flask, substrates with electron-donating directing groups react preferentially. These results are discussed in the context of the proposed mechanism for Pd-catalyzed arene acetoxylation.

  DOI：

  10.1021/ja8045519