tetraethyl 1,8-diphenylocta-1,7-diyne-4,4,5,5-tetracarboxylate | 1372138-95-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: tetraethyl 1,8-diphenylocta-1,7-diyne-4,4,5,5-tetracarboxylate
• CAS: 1372138-95-8
• 化学式: C₃₂H₃₄O₈
• 分子量: 546.617
• InChiKey: OTYGCYMVZVAQQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  40.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  105.2
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  tetraethyl 1,8-diphenylocta-1,7-diyne-4,4,5,5-tetracarboxylate 在 cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate 、 二甲基亚砜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以84%的产率得到tetraethyl 1,3-diphenylisobenzofuran-5,5,6,6(4H,7H)-tetracarboxylate
  参考文献：
  名称：

  Ruthenium-Catalyzed Transfer Oxygenative Cyclization of α,ω-Diynes: Unprecedented [2 + 2 + 1] Route to Bicyclic Furans via Ruthenacyclopentatriene

  摘要：

  A novel oxygen-atom-transfer process enables the catalytic [2 + 2 + 1] synthesis of bicyclic furans from alpha,omega-diynes with DMSO. [CpRu(AN)(3)]PF6 catalyzed the transfer oxygenative cyclization of diynes with aryl terminal groups, while those of diynes with alkyl terminal groups were effectively promoted by the corresponding Cp* complex. A mechanism for bicyclic furan formation via a ruthenacyclopentatriene was proposed on the basis of both experimental and theoretical studies.

  DOI：

  10.1021/ja302868s
• 作为产物：
  描述：

  1,1,2,2-乙烷四甲酸四乙酯 、 1-bromo-3-phenylprop-2-yne 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以77%的产率得到tetraethyl 1,8-diphenylocta-1,7-diyne-4,4,5,5-tetracarboxylate
  参考文献：
  名称：

  Ruthenium-Catalyzed Transfer Oxygenative Cyclization of α,ω-Diynes: Unprecedented [2 + 2 + 1] Route to Bicyclic Furans via Ruthenacyclopentatriene

  摘要：

  A novel oxygen-atom-transfer process enables the catalytic [2 + 2 + 1] synthesis of bicyclic furans from alpha,omega-diynes with DMSO. [CpRu(AN)(3)]PF6 catalyzed the transfer oxygenative cyclization of diynes with aryl terminal groups, while those of diynes with alkyl terminal groups were effectively promoted by the corresponding Cp* complex. A mechanism for bicyclic furan formation via a ruthenacyclopentatriene was proposed on the basis of both experimental and theoretical studies.

  DOI：

  10.1021/ja302868s