3-(3-acetoxyphenyl)-1-triisopropylsilylbut-1-yne | 1115020-90-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(3-acetoxyphenyl)-1-triisopropylsilylbut-1-yne
• 英文别名: 1-[3-[4-Tri(propan-2-yl)silylbut-3-yn-2-yl]phenyl]ethanone；1-[3-[4-tri(propan-2-yl)silylbut-3-yn-2-yl]phenyl]ethanone
• CAS: 1115020-90-0
• 化学式: C₂₁H₃₂OSi
• 分子量: 328.57
• InChiKey: YMQVYJZRKAYSDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.21
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  三异丙基硅基乙炔 、 1-(3-乙烯基苯基)乙酮 在 bis(1,5-cyclooctadiene)nickel (0) 、 二苯基甲氧基膦 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以90%的产率得到3-(3-acetoxyphenyl)-1-triisopropylsilylbut-1-yne
  参考文献：
  名称：

  Nickel-Catalyzed Regioselective Hydroalkynylation of Styrenes: Improved Catalyst System, Reaction Scope, and Mechanism

  摘要：

  Addition of the sp-C-H bond of triisopropylsilylacetylene to the carbon-carbon double bonds of styrenes bearing functional groups proceeded efficiently at room temperature in the presence of 3 mol % of Ni(cod)(2) with a PMePh2 ligand. Use of 2-deuteriotriisopropylsilylacetylene in the hydroalkynylation of styrenes resulted in regioselective incorporation of deuterium into the beta-positions of recovered styrenes, along with its regioselective introduction into the product's methyl group.

  DOI：

  10.1021/ol802475h

文献信息

• Nickel-Catalyzed Regioselective Hydroalkynylation of Styrenes: Improved Catalyst System, Reaction Scope, and Mechanism
  作者：Masamichi Shirakura、Michinori Suginome

  DOI：10.1021/ol802475h

  日期：2009.2.5

  Addition of the sp-C-H bond of triisopropylsilylacetylene to the carbon-carbon double bonds of styrenes bearing functional groups proceeded efficiently at room temperature in the presence of 3 mol % of Ni(cod)(2) with a PMePh2 ligand. Use of 2-deuteriotriisopropylsilylacetylene in the hydroalkynylation of styrenes resulted in regioselective incorporation of deuterium into the beta-positions of recovered styrenes, along with its regioselective introduction into the product's methyl group.