((4,4-dimethylcyclohex-1-en-1-yl)oxy)triethylsilane

• 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: ((4,4-dimethylcyclohex-1-en-1-yl)oxy)triethylsilane
• 英文别名: (4,4-Dimethylcyclohexen-1-yl)oxy-triethylsilane；(4,4-dimethylcyclohexen-1-yl)oxy-triethylsilane
• 化学式: C₁₄H₂₈OSi
• 分子量: 240.461
• InChiKey: URTXPHNXXCGGFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  16
• 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：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  三乙基硅烷 、 4,4-二甲基-2-环己基-1-酮 在 nanoporous AuPd alloy catalyst 作用下， 以 neat (no solvent) 为溶剂， 反应 4.0h， 以85%的产率得到((4,4-dimethylcyclohex-1-en-1-yl)oxy)triethylsilane
  参考文献：
  名称：

  The synergistic effect of nanoporous AuPd alloy catalysts on highly chemoselective 1,4-hydrosilylation of conjugated cyclic enones

  摘要：

  纳米多孔金钯（AuPdNPore）合金催化剂在共轭环戊烯酮与硅烷的直接1,4-氢硅烷化反应中，相比于单金属纳米多孔金和钯催化剂，表现出更优越的化学选择性和高催化活性。AuPdNPore催化剂的增强催化性能主要源于其纳米多孔结构和金钯合金的协同效应。

  DOI：

  10.1039/c3cc49524h

文献信息

• B(C 6 F 5 ) 3 catalyzed hydrosilation of enones and silyl enol ethers
  作者：James M Blackwell、Darryl J Morrison、Warren E Piers

  DOI：10.1016/s0040-4020(02)00974-2

  日期：2002.10

  β-carbon, 1,4 addition of silane is very clean; in other instances, 1,2 hydrosilation is competitive. The reaction is facile with five commercially available silane reagents. For two examples, a novel hydrosilation of the resulting silylenol ethers was also observed. The net trans stereochemistry of H–Si addition to the silylenol ether CC bond was established and points to a stepwise mechanism for this

  描述了由B（C 6 F 5）3（1-2％）催化的各种简单的α，β-不饱和烯酮的1,4氢化硅烷化。对于在β-碳附近没有空间位阻的底物，添加1,4硅烷是非常干净的。在其他情况下，1,2硅氢化反应具有竞争力。该反应易于使用五种可商购的硅烷试剂进行。对于两个实施例，还观察到了所得的甲硅烷基醚的新型硅氢化。建立了甲硅烷基醚CC键中H-Si的净反式立体化学，并指出了该反应的逐步机理。甲硅烷基碳离子中间体与[HB（C 6 F5）3 ] -来自4,4-二甲基-2-环己烯-1-酮和PhMe 2 SiH的甲硅烷基醚的硅氢化反应中的抗衡阴离子。
• Dirhodium(II) Tetrakis(perfluorobutyrate)-Catalyzed 1,4-Hydrosilylation of .ALPHA.,.BETA.-Unsaturated Carbonyl Compounds
  作者：Masahiro Anada、Masahiko Tanaka、Kanami Suzuki、Hisanori Nambu、Shunichi Hashimoto

  DOI：10.1248/cpb.54.1622

  日期：——

  The use of dirhodium(II) catalysts in the 1,4-hydrosilylation of alpha,beta-unsaturated ketones and aldehydes was explored. Dirhodium(II) tetrakis(perfluorobutyrate), Rh2(pfb)4, proved to be the catalyst of choice for this process, providing the corresponding silyl enol ethers in high yields.

  探索了在（1,4-β-不饱和酮和醛的1,4-氢硅烷化反应中）dirhodium（II）催化剂的使用。四（全氟丁酸酯）二铑（II）Rh2（pfb）4被证明是该方法的选择催化剂，可提供高收率的相应甲硅烷基烯醇醚。
• Controlled Hydrosilylation of Carbonyls and Imines Catalyzed by a Cationic Aluminum Alkyl Complex
  作者：Jürgen Koller、Robert G. Bergman

  DOI：10.1021/om2008277

  日期：2012.4.9

  The synthesis, characterization, and unprecedented catalytic activity of cationic aluminum alkyl complexes toward hydrosilylation are described. X-ray crystallographic analysis of Tp*AlMe2 (1) and [Tp*AlMe][I-3] (3) revealed the preference of Al for a tetrahedral coordination environment and the versatility of the Tp* ligand in stabilizing Al in bi- and tridentate coordination modes. [Tp*AlMe][MeB(C6F5)(3)] (2) is highly active toward the hydrosilylation of a wide variety of carbonyls and imines, thus providing an inexpensive and versatile alternative to late transition metal catalysts.
• The synergistic effect of nanoporous AuPd alloy catalysts on highly chemoselective 1,4-hydrosilylation of conjugated cyclic enones
  作者：Qiang Chen、Shinya Tanaka、Takeshi Fujita、Luyang Chen、Taketoshi Minato、Yoshifumi Ishikawa、Mingwei Chen、Naoki Asao、Yoshinori Yamamoto、Tienan Jin

  DOI：10.1039/c3cc49524h

  日期：——

  The nanoporous AuPd (AuPdNPore) alloy catalyst showed superior chemoselectivity and high catalytic activity for the direct 1,4-hydrosilylation of the conjugated cyclic enones with hydrosilane in comparison with the monometallic nanoporous Au and Pd catalysts. The enhanced catalytic properties of AuPdNPore arise mainly from the nanoporous structure and the synergistic effect of the AuPd alloy.

  纳米多孔金钯（AuPdNPore）合金催化剂在共轭环戊烯酮与硅烷的直接1,4-氢硅烷化反应中，相比于单金属纳米多孔金和钯催化剂，表现出更优越的化学选择性和高催化活性。AuPdNPore催化剂的增强催化性能主要源于其纳米多孔结构和金钯合金的协同效应。