(1S,2S)-N¹,N²-dibenzhydryl-1,2-diphenylethane-1,2-diamine

• 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)-N¹,N²-dibenzhydryl-1,2-diphenylethane-1,2-diamine
• 英文别名: (1R,2R)-N,N'-dibenzhydryl-1,2-diphenylethane-1,2-diamine
• 化学式: C₄₀H₃₆N₂
• 分子量: 544.739
• InChiKey: DVTLNKUNJJTPRG-XRSDMRJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  42
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,2S)-N¹,N²-dibenzhydryl-1,2-diphenylethane-1,2-diamine 在 氟硼酸铵 、 四甲基氯化铵 、 silver(l) oxide 作用下， 以 乙腈 为溶剂， 生成 (4S,5S)-1,3-dibenzhydryl 4,5-diphenyl-imidazolin-2-ylidene gold(I) chloride
  参考文献：
  名称：

  Asymmetric Intramolecular Hydroamination of Allenes using Mononuclear Gold Catalysts

  摘要：

  The intramolecular gold-catalyzed asymmetric hydroamination of allenes was studied by screening a series of mononuclear gold(I) and -(III) complexes in combination with silver salts. Among the various chiral monophosphine and diaminocarbene ligands tried, the best catalysts arose from mononuclear gold(I) complexes synthesized from BINOL-based phosphoramidite ligands. The latest were improved by addition of bulky substituents at specific positions of the BINOL scaffold. The resulting gold(I) complexes were combined with selected silver salts to afford efficient catalysts for intramolecular hydroamination of allenes at room temperature or below, with good conversions and enantioselectivities.

  DOI：

  10.1021/om4009058
• 作为产物：
  描述：

  (1S,2S)-1,2-二苯基乙二胺 、 二苯基溴甲烷 在 N,N-二甲基丙烯基脲 、 sodium carbonate 作用下， 反应 2.0h， 以72%的产率得到(1S,2S)-N¹,N²-dibenzhydryl-1,2-diphenylethane-1,2-diamine
  参考文献：
  名称：

  Asymmetric Intramolecular Hydroamination of Allenes using Mononuclear Gold Catalysts

  摘要：

  The intramolecular gold-catalyzed asymmetric hydroamination of allenes was studied by screening a series of mononuclear gold(I) and -(III) complexes in combination with silver salts. Among the various chiral monophosphine and diaminocarbene ligands tried, the best catalysts arose from mononuclear gold(I) complexes synthesized from BINOL-based phosphoramidite ligands. The latest were improved by addition of bulky substituents at specific positions of the BINOL scaffold. The resulting gold(I) complexes were combined with selected silver salts to afford efficient catalysts for intramolecular hydroamination of allenes at room temperature or below, with good conversions and enantioselectivities.

  DOI：

  10.1021/om4009058

文献信息

• Asymmetric Intramolecular Hydroamination of Allenes using Mononuclear Gold Catalysts
  作者：Christophe Michon、Florian Medina、Marc-Antoine Abadie、Francine Agbossou-Niedercorn

  DOI：10.1021/om4009058

  日期：2013.10.14

  The intramolecular gold-catalyzed asymmetric hydroamination of allenes was studied by screening a series of mononuclear gold(I) and -(III) complexes in combination with silver salts. Among the various chiral monophosphine and diaminocarbene ligands tried, the best catalysts arose from mononuclear gold(I) complexes synthesized from BINOL-based phosphoramidite ligands. The latest were improved by addition of bulky substituents at specific positions of the BINOL scaffold. The resulting gold(I) complexes were combined with selected silver salts to afford efficient catalysts for intramolecular hydroamination of allenes at room temperature or below, with good conversions and enantioselectivities.