trans-(1R,2R)-N,N'-di-(4-cyanophenyl)-1,2-diaminocyclohexane | 640276-56-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: trans-(1R,2R)-N,N'-di-(4-cyanophenyl)-1,2-diaminocyclohexane
• 英文别名: N,N'-bis(4-cyanophenyl)-(1R,2R)-diaminocyclohexane；N,N'-bis(4-cyanophenyl)-(1R.2R)-diaminocyclohexane；4-[[(1R,2R)-2-(4-cyanoanilino)cyclohexyl]amino]benzonitrile
• CAS: 640276-56-8
• 化学式: C₂₀H₂₀N₄
• 分子量: 316.406
• InChiKey: LYOGYOBYBPONGN-WOJBJXKFSA-N

物化性质

• 熔点：
  150 °C
• 沸点：
  565.7±50.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  silver perchlorate 、 trans-(1R,2R)-N,N'-di-(4-cyanophenyl)-1,2-diaminocyclohexane 以 乙腈 为溶剂， 生成 Ag(I)(N,N'-bis(4-cyanophenyl)-(1R,2R)-diaminocyclohexane)ClO4
  参考文献：
  名称：

  Helical and network coordination polymers based on a novel C2-symmetric ligand : SHG enhancement through specific metal coordinationElectronic supplementary information (ESI) available: experimental, crystallographic and computational details. See http://www.rsc.org/suppdata/cc/b3/b316931f/

  摘要：

  轴向手性 "推拉 "配体的铜（I）和银（I）配位聚合物分别具有二维网络结构和螺旋结构，相对于游离配体，配位模式对固态 SHG 的降低/增强有很大影响。

  DOI：

  10.1039/b316931f
• 作为产物：
  描述：

  对氟苯腈 、 (1R,2R)-1,2-diaminocyclohexane 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 10.0h， 以60%的产率得到trans-(1R,2R)-N,N'-di-(4-cyanophenyl)-1,2-diaminocyclohexane
  参考文献：
  名称：

  Helical and network coordination polymers based on a novel C2-symmetric ligand : SHG enhancement through specific metal coordinationElectronic supplementary information (ESI) available: experimental, crystallographic and computational details. See http://www.rsc.org/suppdata/cc/b3/b316931f/

  摘要：

  轴向手性 "推拉 "配体的铜（I）和银（I）配位聚合物分别具有二维网络结构和螺旋结构，相对于游离配体，配位模式对固态 SHG 的降低/增强有很大影响。

  DOI：

  10.1039/b316931f

文献信息

• Helicity of N,N′-diaryl-trans-1,2-diaminocyclohexane derivatives. Implications for molecular helicity manipulations
  作者：M Kwit、J Gawronski

  DOI：10.1016/j.tet.2003.09.090

  日期：2003.11

  Derivatives of trans-1,2-diaminocyclohexane (DACH), useful as chiral ligands, scaffolds and building blocks, differ in their conformation. The conformation of N,N'-diaryl-DACH derivatives was studied by the semiempirical and DFT computational methods and by exciton-coupled circular dichroism. It was found that, contrary to M-helical N,A -diimine, N,N'-diimide and N,N'-diamide derivatives, the aromatic residues in N,M-diphenyl derivatives are oriented to form a P-helix for the (R,R)-DACH absolute configuration. The helicity of the bis-aryl system is modified in the case of I-naphthyl or 2-naphthyl derivatives. Further switching of helicity has been demonstrated by either protonation or mono-N-acetylation of N,N'-diaryl DACH derivatives. (C) 2003 Published by Elsevier Ltd.
• Helical and network coordination polymers based on a novel C2-symmetric ligand : SHG enhancement through specific metal coordinationElectronic supplementary information (ESI) available: experimental, crystallographic and computational details. See http://www.rsc.org/suppdata/cc/b3/b316931f/
  作者：S. Philip Anthony、T. P. Radhakrishnan

  DOI：10.1039/b316931f

  日期：——

  Cu(I) and Ag(I) coordination polymers of an axially chiral “push–pull” ligand possess respectively 2-D network and helical structures and the coordination mode strongly influences the solid state SHG reduction/enhancement with respect to the free ligand.

  轴向手性 "推拉 "配体的铜（I）和银（I）配位聚合物分别具有二维网络结构和螺旋结构，相对于游离配体，配位模式对固态 SHG 的降低/增强有很大影响。