4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-pentadecafluoro-(3Z)-undecen-1-yne | 329698-05-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-pentadecafluoro-(3Z)-undecen-1-yne
• 英文别名: (Z)-4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-pentadecafluoroundec-3-en-1-yne
• CAS: 329698-05-7
• 化学式: C₁₁H₃F₁₅
• 分子量: 420.121
• InChiKey: LXEYGHDINRKZAN-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-pentadecafluoro-(3Z)-undecen-1-yne 在 bis(1,5-cyclooctadiene)nickel (0) 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 5.5h， 以78%的产率得到1,2,4-tris(2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-pentadecafluoro-(1Z)-nonenyl)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：

  1H,1H,9H-十六氟-1-壬醇 在 四(三苯基膦)钯 potassium fluoride 、 氢氧化钾 、 copper(l) iodide 、 碘 、 二乙胺 、 三苯基膦 作用下， 以 甲醇 、 乙醚 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.08h， 生成 4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-pentadecafluoro-(3Z)-undecen-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