(1S,2S)-1,2-bis(2,3,5,6-tetrafluoro-4-(3,3,5,5-tetramethylcyclohexyloxy)phenyl)ethane-1,2-diamine | 1029433-29-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (1S,2S)-1,2-bis(2,3,5,6-tetrafluoro-4-(3,3,5,5-tetramethylcyclohexyloxy)phenyl)ethane-1,2-diamine
• 英文别名: (1S,2S)-1,2-bis[2,3,5,6-tetrafluoro-4-(3,3,5,5-tetramethylcyclohexyl)oxyphenyl]ethane-1,2-diamine
• CAS: 1029433-29-1
• 化学式: C₃₄H₄₄F₈N₂O₂
• 分子量: 664.723
• InChiKey: DUMWRLODYFOKTO-NSOVKSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  46
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  70.5
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  (S,S)-1,2-bis(pentafluorophenyl)ethane-1,2-diamine 、 3,3,5,5-四甲基环己醇 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以58%的产率得到(1S,2S)-1,2-bis(2,3,5,6-tetrafluoro-4-(3,3,5,5-tetramethylcyclohexyloxy)phenyl)ethane-1,2-diamine
  参考文献：
  名称：

  The pentafluorophenyl group as a module for the direct modification of chiral diamines for asymmetric catalysis

  摘要：

  A pentafluorophenyl group embedded in a chiral diamine allows the direct modification of an aryl group. The diamine is readily converted into para-disubstituted diamines. Although the electronic effect of the modified diamine somewhat lowers the catalytic activity of BINAP-Ru-diamine-catalyzed asymmetric hydrogenation, the enantioselectivity of the product is higher than that obtained by using a typical chiral diamine. Such an easy and direct modification of the chiral ligand has the potential to facilitate the optimization of the steric effect of chiral ligands in asymmetric catalysis. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.02.024

文献信息

• The pentafluorophenyl group as a module for the direct modification of chiral diamines for asymmetric catalysis
  作者：Toshinobu Korenaga、Kenji Nomura、Shinichi Minami、Hitomi Sasaki、Takashi Sakai

  DOI：10.1016/j.tetasy.2008.02.024

  日期：2008.4

  A pentafluorophenyl group embedded in a chiral diamine allows the direct modification of an aryl group. The diamine is readily converted into para-disubstituted diamines. Although the electronic effect of the modified diamine somewhat lowers the catalytic activity of BINAP-Ru-diamine-catalyzed asymmetric hydrogenation, the enantioselectivity of the product is higher than that obtained by using a typical chiral diamine. Such an easy and direct modification of the chiral ligand has the potential to facilitate the optimization of the steric effect of chiral ligands in asymmetric catalysis. (c) 2008 Elsevier Ltd. All rights reserved.