(E)-[5-(tert-butyldimethylsilyl)-3-(4-trifluoromethylphenyl)-2-penten-4-ynyl]diisopropylamine | 1147846-04-5

• 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: (E)-[5-(tert-butyldimethylsilyl)-3-(4-trifluoromethylphenyl)-2-penten-4-ynyl]diisopropylamine
• 英文别名: (E)-5-[tert-butyl(dimethyl)silyl]-N,N-di(propan-2-yl)-3-[4-(trifluoromethyl)phenyl]pent-2-en-4-yn-1-amine
• CAS: 1147846-04-5
• 化学式: C₂₄H₃₆F₃NSi
• 分子量: 423.637
• InChiKey: PLUOXHZWZOSUOC-STZFKDTASA-N

物化性质

• 熔点：
  53 °C(Solvent: Hexane)
• 沸点：
  438.9±45.0 °C(predicted)
• 密度：
  0.995±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.26
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (叔丁基二甲基)乙炔 、 N,N-diisopropyl-3-(4-(trifluoromethyl)phenyl)prop-2-yn-1-amine 在 2,6-二甲基吡啶 、 bis(1,5-cyclooctadiene)nickel (0) 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以98%的产率得到(E)-[5-(tert-butyldimethylsilyl)-3-(4-trifluoromethylphenyl)-2-penten-4-ynyl]diisopropylamine
  参考文献：
  名称：

  Nickel- and Rhodium-Catalyzed Addition of Terminal Silylacetylenes to Propargyl Amines: Catalyst-Dependent Complementary Regioselectivity

  摘要：

  The cross-addition of terminal silylacetylenes to gamma-arylated propargyl amines occurs efficiently via C-H cleavage by using either a nickel or rhodium catalyst. Taking advantage of the catalyst-controlled switching of regioselectivity in the reaction, both the 2- and 3-alkynylallylamines are readily accessible from the same starting materials.

  DOI：

  10.1021/jo900474d

文献信息

• Nickel- and Rhodium-Catalyzed Addition of Terminal Silylacetylenes to Propargyl Amines: Catalyst-Dependent Complementary Regioselectivity
  作者：Naoto Matsuyama、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/jo900474d

  日期：2009.5.1

  The cross-addition of terminal silylacetylenes to gamma-arylated propargyl amines occurs efficiently via C-H cleavage by using either a nickel or rhodium catalyst. Taking advantage of the catalyst-controlled switching of regioselectivity in the reaction, both the 2- and 3-alkynylallylamines are readily accessible from the same starting materials.