1-亚环己基-2-(三乙基甲硅烷基)乙烷 | 104014-95-1

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 中文名称: 1-亚环己基-2-(三乙基甲硅烷基)乙烷
• 英文名称: (2-cyclohexylideneethyl)triethylsilane
• 英文别名: 2-Cyclohexylideneethyl(triethyl)silane；2-cyclohexylideneethyl(triethyl)silane
• CAS: 104014-95-1
• 化学式: C₁₄H₂₈Si
• 分子量: 224.462
• InChiKey: JOIXRNZQXLJRRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  三乙基硅烷 、 环己乙炔 在 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium tert-butylate 、 1,3-双(2,4,6-三甲基苯基)氯化咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 2.17h， 以74%的产率得到1-亚环己基-2-(三乙基甲硅烷基)乙烷
  参考文献：
  名称：

  Regioselective Allene Hydrosilylation Catalyzed by N-Heterocyclic Carbene Complexes of Nickel and Palladium

  摘要：

  Regioselective methods for allene hydrosilylation have been developed, with regioselectivity being governed primarily by the choice of metal. Alkenylsilanes are produced via nickel catalysis with larger N-heterocyclic carbene (NHC) ligands, and allylsilanes are produced via palladium catalysis with smaller NHC ligands. These complementary methods allow either regioisomeric product to be obtained with exceptional regiocontrol.

  DOI：

  10.1021/ja407749w

文献信息

• Manganese-Catalyzed Dehydrogenative Silylation of Alkenes Following Two Parallel Inner-Sphere Pathways
  作者：Stefan Weber、Manuel Glavic、Berthold Stöger、Ernst Pittenauer、Maren Podewitz、Luis F. Veiros、Karl Kirchner

  DOI：10.1021/jacs.1c09175

  日期：2021.10.27

  of aromatic and aliphatic alkenes was efficiently and selectively converted into E-vinylsilanes and allylsilanes, respectively, at room temperature. Mechanistic insights are provided based on experimental data and DFT calculations revealing that two parallel reaction pathways are operative: an acceptorless reaction pathway involving dihydrogen release and a pathway requiring an alkene as sacrificial

  我们报告了一种无添加剂的 Mn(I) 催化的末端烯烃脱氢硅烷化。最活跃的预催化剂是工作台稳定的烷基双膦 Mn(I)配合物fac- [Mn(dippe)(CO) 3 (CH 2 CH 2 CH 3 )]。催化过程是通过将 CO 配体迁移插入 Mn-烷基键产生酰基中间体而引发的，该酰基中间体经历硅烷 HSiR 3的快速 Si-H 键断裂形成活性 16e - Mn(I) 甲硅烷基催化剂 [Mn( dippe)(CO) 2 (SiR 3 )] 和游离的丁醛。多种芳香族和脂肪族烯烃被高效选择性地转化为E-乙烯基硅烷和烯丙基硅烷，分别在室温下。基于实验数据和 DFT 计算提供了机理见解，揭示了两条平行的反应途径是有效的：一种涉及氢释放的无受体反应途径和一种需要烯烃作为牺牲氢受体的途径。
• Single-operation synthesis of vinylsilanes from alkenes and hydrosilanes with the aid of Ru3(CO)12
  作者：Yoshio Seki、Kenji Takeshita、Kazuaki Kawamoto、Shinji Murai、Noboru Sonoda

  DOI：10.1021/jo00370a026

  日期：1986.10
• Regioselective Allene Hydrosilylation Catalyzed by <i>N</i>-Heterocyclic Carbene Complexes of Nickel and Palladium
  作者：Zachary D. Miller、Wei Li、Tomás R. Belderrain、John Montgomery

  DOI：10.1021/ja407749w

  日期：2013.10.16

  Regioselective methods for allene hydrosilylation have been developed, with regioselectivity being governed primarily by the choice of metal. Alkenylsilanes are produced via nickel catalysis with larger N-heterocyclic carbene (NHC) ligands, and allylsilanes are produced via palladium catalysis with smaller NHC ligands. These complementary methods allow either regioisomeric product to be obtained with exceptional regiocontrol.