3-phenyl-1-trimethylsilyl-5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluoro-(3E)-decen-1-yne | 329698-34-2

• 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: 3-phenyl-1-trimethylsilyl-5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluoro-(3E)-decen-1-yne
• 英文别名: trimethyl-[(E)-5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluoro-3-phenyldec-3-en-1-ynyl]silane
• CAS: 329698-34-2
• 化学式: C₁₉H₁₅F₁₃Si
• 分子量: 518.393
• InChiKey: KTOPDLDFGUBAFH-QBFSEMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.69
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  3-phenyl-1-trimethylsilyl-5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluoro-(3E)-decen-1-yne 在 bis(1,5-cyclooctadiene)nickel (0) potassium fluoride 、 三苯基膦 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 0.75h， 生成 1,2,4-tris(1-phenyl-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-(1E)-octenyl)benzene
  参考文献：
  名称：

  Highly Regioselective Cyclotrimerization of 1-Perfluoroalkylenynes Catalyzed by Nickel

  摘要：

  We report the highly regioselective cyclotrimerization of the 1-perfluoroalkylenynes in the presence of Ni(PPh3)(4). The substituent effects on the reactivity of the enynes were investigated. We also succeeded in the nickel-catalyzed cocyclization of the 1-perfluoroalkylenynes with (trimethylsilyl)acetylene. The possible structures of the intermediates of the cyclotrimerization and the reasons for the observed high regioselectivity were discussed.

  DOI：

  10.1021/jo0056242
• 作为产物：
  描述：

  全氟己基碘烷 在 四(三苯基膦)钯 copper(l) iodide 、 二乙胺 作用下， 反应 0.67h， 生成 3-phenyl-1-trimethylsilyl-5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluoro-(3E)-decen-1-yne
  参考文献：
  名称：

  Highly Regioselective Cyclotrimerization of 1-Perfluoroalkylenynes Catalyzed by Nickel

  摘要：

  We report the highly regioselective cyclotrimerization of the 1-perfluoroalkylenynes in the presence of Ni(PPh3)(4). The substituent effects on the reactivity of the enynes were investigated. We also succeeded in the nickel-catalyzed cocyclization of the 1-perfluoroalkylenynes with (trimethylsilyl)acetylene. The possible structures of the intermediates of the cyclotrimerization and the reasons for the observed high regioselectivity were discussed.

  DOI：

  10.1021/jo0056242