(1R,2R)-N,N'-bis(2,2-dimethylpropylidene)-1,2-cyclohexanediamine | 385801-77-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (1R,2R)-N,N'-bis(2,2-dimethylpropylidene)-1,2-cyclohexanediamine
• 英文别名: N-[(1R,2R)-2-(2,2-dimethylpropylideneamino)cyclohexyl]-2,2-dimethylpropan-1-imine
• CAS: 385801-77-4
• 化学式: C₁₆H₃₀N₂
• 分子量: 250.428
• InChiKey: QTYIKGGPGHTISF-ZIAGYGMSSA-N

物化性质

• 沸点：
  361.7±42.0 °C(Predicted)
• 密度：
  0.90±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2R)-N,N'-bis(2,2-dimethylpropylidene)-1,2-cyclohexanediamine 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以99%的产率得到(1R,2R)-N,N'-bis(2,2-dimethylpropyl)-1,2-cyclohexanediamine
  参考文献：
  名称：

  Supramolecular-Directed Chiral Induction in Biaryl Derivatives

  摘要：

  A thermodynamically controlled resolution has allowed for the generation of diastereomerically enriched complexes, by chirality transfer from ail enantiopure building block to a dynamically racemic biaryl derivative. A switchable sense of induction could be achieved depending on the substituents of the chiral block.

  DOI：

  10.1021/jo9015425
• 作为产物：
  描述：

  特戊醛 、 (1R,2R)-1,2-diaminocyclohexane 以 甲醇 为溶剂， 反应 2.0h， 生成 (1R,2R)-N,N'-bis(2,2-dimethylpropylidene)-1,2-cyclohexanediamine
  参考文献：
  名称：

  手性N，N'-二烷基-1，2-环己二胺衍生物在不对称铜（II）催化的亨利反应中的应用

  摘要：

  设计，合成了一系列手性N，N'-二烷基-1,2-环己二胺衍生物，并将其作为配体应用于不对称铜（II）催化的亨利反应中。发现基于这种配体和乙酸铜（II）的催化剂有效地促进了芳族/脂族醛与硝基甲烷之间的不对称亨利反应，并且可以以非常好的收率和高达93.6％的对映选择性提供相应的β-硝基醇。

  DOI：

  10.1016/j.tetasy.2013.12.017

文献信息

• Application of chiral N,N′-dialkyl-1,2-cyclohexanediamine derivatives in asymmetric copper(II)-catalyzed Henry reactions
  作者：Zhao Chunhong、Fei Liu、Shaohua Gou

  DOI：10.1016/j.tetasy.2013.12.017

  日期：2014.2

  A series of chiral N,N′-dialkyl-1,2-cyclohexanediamine derivatives were designed, synthesized, and applied as ligands in asymmetric copper(II)-catalyzed Henry reactions. The catalysts based on such ligands and copper(II) acetate were found to promote asymmetric Henry reactions between aromatic/aliphatic aldehydes and nitromethane efficiently, and could provide the corresponding β-nitroalcohols in very

  设计，合成了一系列手性N，N'-二烷基-1,2-环己二胺衍生物，并将其作为配体应用于不对称铜（II）催化的亨利反应中。发现基于这种配体和乙酸铜（II）的催化剂有效地促进了芳族/脂族醛与硝基甲烷之间的不对称亨利反应，并且可以以非常好的收率和高达93.6％的对映选择性提供相应的β-硝基醇。
• Application of rapidly generated bidentate ligand libraries to zinc catalyzed reductions
  作者：Tariq Zaman、Robin Frauenlob、Robert McCarthy、Carolyn M. Walsh、Enda Bergin

  DOI：10.1016/j.jorganchem.2012.06.013

  日期：2012.10

  A methodology for the combinatorial synthesis of bidentate ligands - allowing direct screening of reaction products without the need for isolation or purification - has been employed in a zinc catalyzed hydrosilylation. This reaction allowed the robustness of the methodology to be examined, by employing it in a challenging case where the metal complex is not pre-formed prior to catalysis. Four different ligand families have been examined: imines, aminals, bis-imines and oxazolines and related compounds, with a small library of each type produced and directly screened in the reaction. Three ligands providing enantioselectivities of 50% or more in this very challenging reaction were identified, and ees and conversions were equivalent whether the ligand was obtained as a crude mixture from a library synthesis or as an isolated, purified compound. (C) 2012 Elsevier B.V. All rights reserved.
• Supramolecular-Directed Chiral Induction in Biaryl Derivatives
  作者：J. Etxebarria、H. Degenbeck、A.-S. Felten、S. Serres、N. Nieto、A. Vidal-Ferran

  DOI：10.1021/jo9015425

  日期：2009.11.20

  A thermodynamically controlled resolution has allowed for the generation of diastereomerically enriched complexes, by chirality transfer from ail enantiopure building block to a dynamically racemic biaryl derivative. A switchable sense of induction could be achieved depending on the substituents of the chiral block.