5-(trichlorosilyl)methyl-6(E)-dodecene | 872555-13-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 5-(trichlorosilyl)methyl-6(E)-dodecene
• 英文别名: (E)-5-(trichlorosilylmethyl)-6-dodecene；[(3E)-2-butyl-3-nonenyl]trichlorosilane；[(E)-2-butylnon-3-enyl]-trichlorosilane
• CAS: 872555-13-0
• 化学式: C₁₃H₂₅Cl₃Si
• 分子量: 315.786
• InChiKey: SJVLDNFEJUSMJL-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.58
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5-(trichlorosilyl)methyl-6(E)-dodecene 、 乙醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 5-(triethoxysilyl)methyl-6(E)-dodecene
  参考文献：
  名称：

  Cationic Palladium-Catalyzed Hydrosilylative Cross-Coupling of Alkynes with Alkenes

  摘要：

  A cationic palladium complex-catalyzed cross-coupling of alkynes with alkenes is presented, which occurs selectively under the hydrosilylation conditions using trichlorosilane. The unique reaction might be well understood in terms of an initial hydropalladation of a given 1-alkyne to form regioselectively a 1-alkenylpalladium species, which, in turn, undergoes easily and specifically an alkene insertion. The resulting homoallylic organopalladium species terminates one catalytic cycle by substituting the palladium center with a trichlorosilyl group to give product(s).

  DOI：

  10.1021/ja0558342
• 作为产物：
  描述：

  1-己烯 、 1-庚炔 在 [(ν³-C3H5)Pd(cod)][PF6] 、 三氯硅烷 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 5-(trichlorosilyl)methyl-6(E)-dodecene
  参考文献：
  名称：

  Cationic Palladium-Catalyzed Hydrosilylative Cross-Coupling of Alkynes with Alkenes

  摘要：

  A cationic palladium complex-catalyzed cross-coupling of alkynes with alkenes is presented, which occurs selectively under the hydrosilylation conditions using trichlorosilane. The unique reaction might be well understood in terms of an initial hydropalladation of a given 1-alkyne to form regioselectively a 1-alkenylpalladium species, which, in turn, undergoes easily and specifically an alkene insertion. The resulting homoallylic organopalladium species terminates one catalytic cycle by substituting the palladium center with a trichlorosilyl group to give product(s).

  DOI：

  10.1021/ja0558342

文献信息

• Cationic Palladium Complex-Catalyzed Hydrosilylative Cross-Coupling of Alkynes with Alkenes. 1,4-Addition of Trichlorosilane to Form 4-Silyl-1-butene Framework
  作者：Takamitsu Shimamoto、Motoharu Chimori、Hiroaki Sogawa、Yuki Harada、Masaharu Aoki、Keiji Yamamoto

  DOI：10.1246/bcsj.80.1814

  日期：2007.9.15

  A new hydrosilylative cross-coupling reaction of a variety of alkynes with several alkenes, which is catalyzed by a cationic palladium complex A (1 mol %) without or with added PPh3 ligand, was stu...

  研究了一种新型的多种炔烃与多种烯烃的氢化硅烷化交叉偶联反应，该反应由阳离子钯配合物 A (1 mol %) 在不添加或添加 PPh3 配体的情况下催化。
• Cationic Palladium-Catalyzed Hydrosilylative Cross-Coupling of Alkynes with Alkenes
  作者：Takamitsu Shimamoto、Motoharu Chimori、Hiroaki Sogawa、Keiji Yamamoto

  DOI：10.1021/ja0558342

  日期：2005.11.30

  A cationic palladium complex-catalyzed cross-coupling of alkynes with alkenes is presented, which occurs selectively under the hydrosilylation conditions using trichlorosilane. The unique reaction might be well understood in terms of an initial hydropalladation of a given 1-alkyne to form regioselectively a 1-alkenylpalladium species, which, in turn, undergoes easily and specifically an alkene insertion. The resulting homoallylic organopalladium species terminates one catalytic cycle by substituting the palladium center with a trichlorosilyl group to give product(s).