(4S,5S)-2-(3-Diphenylphosphanyl-4'-trifluoromethyl-biphenyl-4-yl)-4,5-diphenyl-4,5-dihydro-1H-imidazole | 875609-93-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (4S,5S)-2-(3-Diphenylphosphanyl-4'-trifluoromethyl-biphenyl-4-yl)-4,5-diphenyl-4,5-dihydro-1H-imidazole
• CAS: 875609-93-1
• 化学式: C₄₀H₃₀F₃N₂P
• 分子量: 626.661
• InChiKey: QOUKAKUOYAULLT-UWXQCODUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.96
• 重原子数：
  46.0
• 可旋转键数：
  7.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  24.39
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-萘甲酰氯 、 (4S,5S)-2-(3-Diphenylphosphanyl-4'-trifluoromethyl-biphenyl-4-yl)-4,5-diphenyl-4,5-dihydro-1H-imidazole 在 4-二甲氨基吡啶 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.5h， 以92 mg的产率得到
  参考文献：
  名称：

  Electronic Control of Chiral Quaternary Center Creation in the Intramolecular Asymmetric Heck Reaction

  摘要：

  The Boehringer-Ingelheim phosphinoimidazoline (BIPI) ligands were applied to the formation of chiral quaternary centers in the asymmetric Heck reaction. Several different substrates were examined in detail, using more than 70 members of this new ligand class. Hammett relationships were determined through systematic variation of the ligand electronics. All substrates showed essentially the same Hammett behavior, where enantioselectivity increased as the ligands were made more electron-deficient. Ligand optimization has led to catalysts which give the highest enantioselectivities reported to date for these difficult systems.

  DOI：

  10.1021/jo049448z
• 作为产物：
  描述：

  (1S,2S)-1,2-二苯基乙二胺 以 四氢呋喃 、 乙醇 为溶剂， 反应 18.0h， 生成 (4S,5S)-2-(3-Diphenylphosphanyl-4'-trifluoromethyl-biphenyl-4-yl)-4,5-diphenyl-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  Electronic Control of Chiral Quaternary Center Creation in the Intramolecular Asymmetric Heck Reaction

  摘要：

  The Boehringer-Ingelheim phosphinoimidazoline (BIPI) ligands were applied to the formation of chiral quaternary centers in the asymmetric Heck reaction. Several different substrates were examined in detail, using more than 70 members of this new ligand class. Hammett relationships were determined through systematic variation of the ligand electronics. All substrates showed essentially the same Hammett behavior, where enantioselectivity increased as the ligands were made more electron-deficient. Ligand optimization has led to catalysts which give the highest enantioselectivities reported to date for these difficult systems.

  DOI：

  10.1021/jo049448z