methyl 4-(trichlorosilyl)methyl-2(E)-octenoate | 872555-17-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 4-(trichlorosilyl)methyl-2(E)-octenoate
• 英文别名: methyl (E)-4-(trichlorosilylmethyl)-2-octenoate；methyl (E)-4-(trichlorosilylmethyl)oct-2-enoate
• CAS: 872555-17-4
• 化学式: C₁₀H₁₇Cl₃O₂Si
• 分子量: 303.688
• InChiKey: NOZQOLYKIACQQB-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 4-(trichlorosilyl)methyl-2(E)-octenoate 、 乙醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 4-(triethoxysilyl)methyl-2(E)-octenoate
  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 、 丙炔酸甲酯 在 [Pd(η3-C3H5)(cod)][PF6] 、 三氯硅烷 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 methyl 4-(trichlorosilyl)methyl-2(E)-octenoate 、 methyl 2-(1-trichlorosilyl-2-hexyl)propenoate
  参考文献：
  名称：

  阳离子钯配合物催化炔烃与烯烃的氢化硅烷化交叉偶联。1,4-三氯硅烷加成形成4-甲硅烷基-1-丁烯骨架

  摘要：

  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。

  DOI：

  10.1246/bcsj.80.1814

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).