| 1393607-92-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1393607-92-5
• 化学式: C₄₅H₇₇NO₃₅
• 分子量: 1192.09
• InChiKey: GVFGFRSRVFLWNS-PZSQFLEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -15.25
• 重原子数：
  81.0
• 可旋转键数：
  10.0
• 环数：
  21.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  566.08
• 氢给体数：
  22.0
• 氢受体数：
  36.0

反应信息

• 作为反应物：
  描述：

  [RuCl2(benzene)]2 、 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Cyclodextrin–[RuCl2(Arene)]2 conjugates: another way to enhance the enantioselectivity of aromatic ketones reduction by aromatic ligands' volume

  摘要：

  Eight amino alcohol-modified beta-CDs CD-1-CD-8 have been synthesized in acceptable yields and were employed to form artificial metalloenzymes with [RuCl2(Benzene)](2) and [RuCl2(Mesitylene)](2), respectively. All the conformations of CD-1 CD-8, the complexes between CD-1 CD-8 and [RuCl2(Arene)](2), and the inclusion complexes between CD-1 CD-8 and acetophenone were characterized by UV, H-1 NMR, H-1 ROESY NMR, and quantum calculation. The catalytic activity of the formed artificial metalloenzymes in the asymmetric hydrogenation of aromatic ketones, especially the effect of the aromatic ligands' volume on the enantioselectivity were investigated in detail, in which it was obvious that the enantioselectivity increased as the increase in the aromatic ligands' volume. For the best artificial metalloenzyme constructed from the complex between CD-8 and [Rucl(2)(Mesitylene)](2), which not only exhibits a good tolerance to a wide range of substrates but also demonstrates some substrate selectivity, 76.39% ee was obtained for acetophenone and 79.67% ee for 2-acetylnaphthalene. A strategy to improve the enantioselectivity in the asymmetric reactions catalyzed by the artificial metalloenzymes based on CDs has been provided. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.077
• 作为产物：
  描述：

  (R)-(-)-1-氨基-2-丙醇 、 mono-6-deoxy-6-(p-toluenesulfonyl)-β-cyclodextrin 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以34.07%的产率得到
  参考文献：
  名称：

  Cyclodextrin–[RuCl2(Arene)]2 conjugates: another way to enhance the enantioselectivity of aromatic ketones reduction by aromatic ligands' volume

  摘要：

  Eight amino alcohol-modified beta-CDs CD-1-CD-8 have been synthesized in acceptable yields and were employed to form artificial metalloenzymes with [RuCl2(Benzene)](2) and [RuCl2(Mesitylene)](2), respectively. All the conformations of CD-1 CD-8, the complexes between CD-1 CD-8 and [RuCl2(Arene)](2), and the inclusion complexes between CD-1 CD-8 and acetophenone were characterized by UV, H-1 NMR, H-1 ROESY NMR, and quantum calculation. The catalytic activity of the formed artificial metalloenzymes in the asymmetric hydrogenation of aromatic ketones, especially the effect of the aromatic ligands' volume on the enantioselectivity were investigated in detail, in which it was obvious that the enantioselectivity increased as the increase in the aromatic ligands' volume. For the best artificial metalloenzyme constructed from the complex between CD-8 and [Rucl(2)(Mesitylene)](2), which not only exhibits a good tolerance to a wide range of substrates but also demonstrates some substrate selectivity, 76.39% ee was obtained for acetophenone and 79.67% ee for 2-acetylnaphthalene. A strategy to improve the enantioselectivity in the asymmetric reactions catalyzed by the artificial metalloenzymes based on CDs has been provided. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.077
• 作为试剂：
  描述：

  对甲基苯乙酮 在 dichloro(mesitylene)ruthenium(II) dimer 、 C₄₅H₇₇NO₃₅ 、 sodium formate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 以75.51%的产率得到
  参考文献：
  名称：

  Cyclodextrin–[RuCl2(Arene)]2 conjugates: another way to enhance the enantioselectivity of aromatic ketones reduction by aromatic ligands' volume

  摘要：

  Eight amino alcohol-modified beta-CDs CD-1-CD-8 have been synthesized in acceptable yields and were employed to form artificial metalloenzymes with [RuCl2(Benzene)](2) and [RuCl2(Mesitylene)](2), respectively. All the conformations of CD-1 CD-8, the complexes between CD-1 CD-8 and [RuCl2(Arene)](2), and the inclusion complexes between CD-1 CD-8 and acetophenone were characterized by UV, H-1 NMR, H-1 ROESY NMR, and quantum calculation. The catalytic activity of the formed artificial metalloenzymes in the asymmetric hydrogenation of aromatic ketones, especially the effect of the aromatic ligands' volume on the enantioselectivity were investigated in detail, in which it was obvious that the enantioselectivity increased as the increase in the aromatic ligands' volume. For the best artificial metalloenzyme constructed from the complex between CD-8 and [Rucl(2)(Mesitylene)](2), which not only exhibits a good tolerance to a wide range of substrates but also demonstrates some substrate selectivity, 76.39% ee was obtained for acetophenone and 79.67% ee for 2-acetylnaphthalene. A strategy to improve the enantioselectivity in the asymmetric reactions catalyzed by the artificial metalloenzymes based on CDs has been provided. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.077