(3-(4-methoxyphenyl)prop-1-en-2-yl)dimethyl(phenyl)silane | 1234935-70-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (3-(4-methoxyphenyl)prop-1-en-2-yl)dimethyl(phenyl)silane
• 英文别名: 3-(4-Methoxyphenyl)prop-1-en-2-yl-dimethyl-phenylsilane；3-(4-methoxyphenyl)prop-1-en-2-yl-dimethyl-phenylsilane
• CAS: 1234935-70-6
• 化学式: C₁₈H₂₂OSi
• 分子量: 282.458
• InChiKey: JXHOKLBDWUAIBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  1-(2,2-dibromocyclopropyl)-4-methoxybenzene 在 supported gold nanoparticles on TiO₂ 、 乙基溴化镁 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 (3-(4-methoxyphenyl)prop-1-en-2-yl)dimethyl(phenyl)silane
  参考文献：
  名称：

  Ligandless Regioselective Hydrosilylation of Allenes Catalyzed by Gold Nanoparticles

  摘要：

  The first example of Au-catalyzed hydrosilylation of allenes is presented using recyclable gold nanoparticles as catalyst, without the requirement of any external ligands or additives. The hydrosilane addition takes place on the more substituted double bond of terminal allenes in a highly regioselective manner. The observed regioselectivity/reactivity modes are attributed to steric and electronic factors.

  DOI：

  10.1021/acs.orglett.5b02236

文献信息

• Cu(I)-NHC-Catalyzed Silylation of Allenes: Diastereoselective Three-Component Coupling with Aldehydes
  作者：James Rae、Ya Chu Hu、David J. Procter

  DOI：10.1002/chem.201404330

  日期：2014.10.6

  Copper‐catalyzed silylation of aryl allenes using a silylborane reagent affords vinyl silane building blocks with high efficiency. The use of a seven‐membered NHC ligand proved crucial for high regioselectivity. The catalytically generated allylcoppper intermediates were intercepted by aldehydes in a diastereoselective three‐component coupling to furnish homoallylic alcohols.

  使用甲硅烷基硼烷试剂进行铜催化的芳基亚芳基甲硅烷基化可高效提供乙烯基硅烷结构单元。事实证明，使用七元NHC配体对于高区域选择性至关重要。催化生成的烯丙基铜中间体在非对映选择性的三组分偶联中被醛截获，从而提供了均烯丙基醇。
• Regioselective Silylzincation of Phenylallene Derivatives
  作者：Mitsuhiro Yonehara、Shinji Nakamura、Atsuya Muranaka、Masanobu Uchiyama

  DOI：10.1002/asia.200900452

  日期：2010.3.1

  new approach for regio‐controlled synthesis of exo/endo‐vinylsilanes through silylzincation as a key reaction, using newly developed silylzinc reagents. In this system, by choosing appropriate zinc reagents, either exo‐vinylsilane or endo‐vinylsilane can be synthesized with good regioselectivity, using the same phenylallene substrates.

  选择您的选择：本文介绍了我们使用新开发的甲硅烷基锌试剂通过甲硅烷基锌化作为关键反应，进行区域控制的外/内乙烯基乙烯硅烷合成的新方法。在该系统中，通过选择适当的锌试剂，可以使用相同的苯丙二烯底物以良好的区域选择性合成外乙烯基硅烷或内乙烯基硅烷。