dimethyl(cyclohexenylethynyl)silane | 317374-21-3

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 英文名称: dimethyl(cyclohexenylethynyl)silane
• 英文别名: dimethyl[(1-cyclohexenyl)ethynyl]silane；(cyclohex-1-en-1-ylethynyl)dimethylsilane；2-(Cyclohexen-1-yl)ethynyl-dimethylsilane；2-(cyclohexen-1-yl)ethynyl-dimethylsilane
• CAS: 317374-21-3
• 化学式: C₁₀H₁₆Si
• 分子量: 164.323
• InChiKey: RRMTXUCHYUCSIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  dimethyl(cyclohexenylethynyl)silane 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 甲烷 水 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以91%的产率得到dimethyl[(1-cyclohexenyl)ethynyl]silanol
  参考文献：
  名称：

  [RuCl₂(p-cymene)]₂ on Carbon:  An Efficient, Selective, Reusable, and Environmentally Versatile Heterogeneous Catalyst

  摘要：

  [GRAPHICS]A heterogeneous ruthenium catalyst, easily prepared by adsorption of [RuCl2(p-cymene)](2) on activated carbon, exhibited a highly efficient and selective catalytic activity in various environmentally attractive transformations such as aerobic oxidation, hydrolytic oxidation, and dehydration processes with excellent recyclability.

  DOI：

  10.1021/ol0260977
• 作为产物：
  描述：

  1-乙炔基环己烷 、 二甲基一氯硅烷 在 乙基溴化镁 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 4.08h， 以93%的产率得到dimethyl(cyclohexenylethynyl)silane
  参考文献：
  名称：

  炔烃存在下立体定向铱催化烯烃的氢化硅烷化

  摘要：

  描述了在更多反应性炔烃的存在下烯烃的选择性铱催化的氢化硅烷化。通过在过量COD的存在下利用[IrCl（COD）] 2，可以实现乙炔基和炔烃与乙炔基硅烷的氢化硅烷化，并具有良好的化学和区域选择性。这种方法违背了铂和铑催化剂的传统反应趋势，并允许使用高度取代的硅炔系链。

  DOI：

  10.1021/ol5000549

文献信息

• Highly Selective and Practical Hydrolytic Oxidation of Organosilanes to Silanols Catalyzed by a Ruthenium Complex
  作者：Myunghee Lee、Sangwon Ko、Sukbok Chang

  DOI：10.1021/ja003079g

  日期：2000.12.1
• Unusual Tandem Alkynylation and <i>trans</i>-Hydrosilylation To Form Oxasilacyclopentenes
  作者：Sarah V. Maifeld、Daesung Lee

  DOI：10.1021/ol051996r

  日期：2005.10.1

  [GRAPHICS]An unusual tandem reaction sequence to form oxasilacyclopentenes from carbonyls and alkynylsilanes in the presence of a catalytic amount of nucleophilic initiator has been discovered. The reaction proceeds readily at room temperature and is applicable to a wide variety of carbonyl substrates. While the reaction scope tolerates variable substitutions on the alkynylsilane, phenylacetylene-derived silane variants consistently achieved the best yield.
• [RuCl₂(<i>p</i>-cymene)]₂ on Carbon:  An Efficient, Selective, Reusable, and Environmentally Versatile Heterogeneous Catalyst
  作者：Eunjung Choi、Chongmok Lee、Youngim Na、Sukbok Chang

  DOI：10.1021/ol0260977

  日期：2002.7.1

  [GRAPHICS]A heterogeneous ruthenium catalyst, easily prepared by adsorption of [RuCl2(p-cymene)](2) on activated carbon, exhibited a highly efficient and selective catalytic activity in various environmentally attractive transformations such as aerobic oxidation, hydrolytic oxidation, and dehydration processes with excellent recyclability.
• Sterically Directed Iridium-Catalyzed Hydrosilylation of Alkenes in the Presence of Alkynes
  作者：Jill A. Muchnij、Farai B. Kwaramba、Ronald J. Rahaim

  DOI：10.1021/ol5000549

  日期：2014.3.7

  A selective iridium catalyzed hydrosilylation of alkenes in the presence of more reactive alkynes is described. By utilizing [IrCl(COD)]2 in the presence of excess COD, hydrosilylation of alkenes and alkynes with ethynylsilanes is achieved with good chemo- and regioselectivity. This approach goes against the traditional reactivity trends of platinum and rhodium catalysts and allows access to highly

  描述了在更多反应性炔烃的存在下烯烃的选择性铱催化的氢化硅烷化。通过在过量COD的存在下利用[IrCl（COD）] 2，可以实现乙炔基和炔烃与乙炔基硅烷的氢化硅烷化，并具有良好的化学和区域选择性。这种方法违背了铂和铑催化剂的传统反应趋势，并允许使用高度取代的硅炔系链。