(S)-1,2-dimethoxy-4-(1-nitropropan-2-yl)benzene | 1252644-40-8

• 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: (S)-1,2-dimethoxy-4-(1-nitropropan-2-yl)benzene
• 英文别名: 1,2-dimethoxy-4-[(2S)-1-nitropropan-2-yl]benzene
• CAS: 1252644-40-8
• 化学式: C₁₁H₁₅NO₄
• 分子量: 225.244
• InChiKey: IWXMMOORWNZILX-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  64.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2-dimethoxy-4-[(E)-1-nitroprop-1-en-2-yl]benzene 在 甲酸 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 (1R,2R)-N-(3,5-ditrifluoromethylbenzylsulfonyl)-1,2-bis(3-nitrophenyl)-1,2-ethylenediamine 、 水 、 sodium formate 作用下， 生成 (S)-1,2-dimethoxy-4-(1-nitropropan-2-yl)benzene 、 1,2-dimethoxy-4-(1-nitropropan-2-yl)benzene
  参考文献：
  名称：

  Chemoselective and enantioselective transfer hydrogenation of β,β-disubstituted nitroalkenes catalyzed by a water-insoluble chiral diamine–rhodium complex in water

  摘要：

  Asymmetric transfer hydrogenation of beta,beta-disubstituted nitroalkenes catalyzed by a chiral diamine-rhodium complex in combination with HCO(2)Na-HCO(2)H as a hydrogen source in water was successfully realized with high reactivity, excellent chemoselectivity and good enantioselectivity. The metal precursor and pH value of the aqueous solution have a large influence on the reactivity and chemoselectivity. The substituents on the benzene rings and the sulfonyl groups of TsDPEN have significant effects on the enantioselectivity. This catalytic asymmetric transformation is one of the most practical pathways to obtain optically active nitroalkanes. (C) 2010 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.tetasy.2010.05.046

文献信息

• Chemoselective and enantioselective transfer hydrogenation of β,β-disubstituted nitroalkenes catalyzed by a water-insoluble chiral diamine–rhodium complex in water
  作者：Yuanfu Tang、Jing Xiang、Linfeng Cun、Yuqin Wang、Jin Zhu、Jian Liao、Jingen Deng

  DOI：10.1016/j.tetasy.2010.05.046

  日期：2010.8

  Asymmetric transfer hydrogenation of beta,beta-disubstituted nitroalkenes catalyzed by a chiral diamine-rhodium complex in combination with HCO(2)Na-HCO(2)H as a hydrogen source in water was successfully realized with high reactivity, excellent chemoselectivity and good enantioselectivity. The metal precursor and pH value of the aqueous solution have a large influence on the reactivity and chemoselectivity. The substituents on the benzene rings and the sulfonyl groups of TsDPEN have significant effects on the enantioselectivity. This catalytic asymmetric transformation is one of the most practical pathways to obtain optically active nitroalkanes. (C) 2010 Elsevier Ltd. All rights reserved,