(S,S)-1,2-bis[(2-nitrophenyl)amino]cyclohexane | 479498-77-6

• 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: (S,S)-1,2-bis[(2-nitrophenyl)amino]cyclohexane
• 英文别名: (1S,2S)-N,N'-bis(2-nitrophenyl)cyclohexane-1,2-diamine；(1S,2S)-1-N,2-N-bis(2-nitrophenyl)cyclohexane-1,2-diamine
• CAS: 479498-77-6
• 化学式: C₁₈H₂₀N₄O₄
• 分子量: 356.381
• InChiKey: DKKZQGXNAKSBMA-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S,S)-1,2-bis[(2-nitrophenyl)amino]cyclohexane 在 palladium on activated charcoal 氢气 、 硼酸 、 溶剂黄146 作用下， 反应 13.0h， 生成
  参考文献：
  名称：

  Asymmetric Baeyer-Villiger Reaction with Hydrogen Peroxide Catalyzed by a Novel Planar-Chiral Bisflavin

  摘要：

  DOI：

  10.1002/1521-3773(20020703)41:13<2366::aid-anie2366>3.0.co;2-s
• 作为产物：
  描述：

  1-氟-2-硝基苯 、 (1S,2S)-(-)-1,2-环己二胺 D-酒石酸盐 在 碳酸氢钠 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以89%的产率得到(S,S)-1,2-bis[(2-nitrophenyl)amino]cyclohexane
  参考文献：
  名称：

  Synthesis, structure, and catalytic activity of palladium complexes with new chiral cyclohexane-1,2-based di-NHC-ligands

  摘要：

  A pair of novel palladium complexes {[(1S,2S)-L]PdBr2} and {[(1R,2R)-L]PdBr2} of chiral di-N-heterocyclic carbene ligands derived from chiral 1,2-cyclohexanediamine have been prepared in moderate to good yields and characterized by NMR, HRMS and X-ray single crystal diffraction studies. The obtained chiral NHC-Pd compound was able to catalyze the asymmetric Suzuki-Miyaura couplings of aryl bromides with arylboronic acids in good yields and moderate enantioselectivities (up to 61% ee). (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.12.008

文献信息

• Synthesis, structure, and catalytic activity of palladium complexes with new chiral cyclohexane-1,2-based di-NHC-ligands
  作者：Gongwo Shigeng、Junkai Tang、Dao Zhang、Quanrui Wang、Zhenxia Chen、Linhong Weng

  DOI：10.1016/j.jorganchem.2011.12.008

  日期：2012.3

  A pair of novel palladium complexes [(1S,2S)-L]PdBr2} and [(1R,2R)-L]PdBr2} of chiral di-N-heterocyclic carbene ligands derived from chiral 1,2-cyclohexanediamine have been prepared in moderate to good yields and characterized by NMR, HRMS and X-ray single crystal diffraction studies. The obtained chiral NHC-Pd compound was able to catalyze the asymmetric Suzuki-Miyaura couplings of aryl bromides with arylboronic acids in good yields and moderate enantioselectivities (up to 61% ee). (C) 2012 Elsevier B. V. All rights reserved.
• Asymmetric Baeyer-Villiger Reaction with Hydrogen Peroxide Catalyzed by a Novel Planar-Chiral Bisflavin
  作者：Shun-Ichi Murahashi、Satoshi Ono、Yasushi Imada

  DOI：10.1002/1521-3773(20020703)41:13<2366::aid-anie2366>3.0.co;2-s

  日期：2002.7.3