(1S,2S,6R,7R)-1,7,8,9-Tetrachloro-10,10-dimethoxy-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2S,6R,7R)-1,7,8,9-Tetrachloro-10,10-dimethoxy-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene
• 英文别名: (1S,2S,6R,7R)-1,7,8,9-tetrachloro-10,10-dimethoxy-4-oxatricyclo[5.2.1.02,6]dec-8-ene
• 化学式: C₁₁H₁₂Cl₄O₃
• 分子量: 334.026
• InChiKey: YWMSFCQNFGCGRQ-YUMGAWCOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,2S,6R,7R)-1,7,8,9-Tetrachloro-10,10-dimethoxy-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene 在 sodium periodate 、 钌 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以88%的产率得到(1R,2S,6R,7S)-1,7-Dichloro-10,10-dimethoxy-4-oxa-tricyclo[5.2.1.0^2,6]decane-8,9-dione
  参考文献：
  名称：

  Highly efficient and recyclable ruthenium-based supported catalysts

  摘要：

  A highly efficient, recyclable layered double hydroxide (LDH)-supported ruthenium catalyst system (Ru-LDH) was developed for the facile transformation of 1,2-dihaloalkene moieties in tetrahalonorbornyl derivatives to the corresponding alpha-diketones. The efficiency of other supports such as LDH containing ruthenium(III) in a brucite layer (Ru-Mg-Al), commercial MgO (Ru-MgO), and montmorillonite K-10 (Ru-mont) was evaluated. Our results demonstrate that Ru-LDH and Ru-MgO are equally efficient, and the best turnover number (TON) reached was 5389. For NalO(4) as the co-oxidant, MeCN-H2O was the best solvent, whereas 1,2-dichloroethane/MeCN in a ratio of 5:1 gave superior results for NaOCl (household bleach). (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jcat.2005.02.001

文献信息

• Highly efficient and recyclable ruthenium-based supported catalysts
  作者：F KHAN、N SAHU

  DOI：10.1016/j.jcat.2005.02.001

  日期：2005.4.25

  A highly efficient, recyclable layered double hydroxide (LDH)-supported ruthenium catalyst system (Ru-LDH) was developed for the facile transformation of 1,2-dihaloalkene moieties in tetrahalonorbornyl derivatives to the corresponding alpha-diketones. The efficiency of other supports such as LDH containing ruthenium(III) in a brucite layer (Ru-Mg-Al), commercial MgO (Ru-MgO), and montmorillonite K-10 (Ru-mont) was evaluated. Our results demonstrate that Ru-LDH and Ru-MgO are equally efficient, and the best turnover number (TON) reached was 5389. For NalO(4) as the co-oxidant, MeCN-H2O was the best solvent, whereas 1,2-dichloroethane/MeCN in a ratio of 5:1 gave superior results for NaOCl (household bleach). (c) 2005 Elsevier Inc. All rights reserved.