ethyldimethyl(phenethyl)silane | 18028-01-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyldimethyl(phenethyl)silane
• 英文别名: Dimethyl-aethyl-(2-phenyl-aethyl)-silan；<2-Phenyl-aethyl>-dimethyl-aethylsilan；Aethyl-dimethyl-phenaethyl-silan；ethyl-dimethyl-(2-phenylethyl)silane
• CAS: 18028-01-8
• 化学式: C₁₂H₂₀Si
• 分子量: 192.376
• InChiKey: CICBEMBXQOWUAB-UHFFFAOYSA-N

物化性质

• 沸点：
  226-227 °C(Press: 754 Torr)
• 密度：
  0.8724 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  13.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  2-Phenyl-ethyl-dichlorethylsilan 、 甲基氯化镁 生成 ethyldimethyl(phenethyl)silane
  参考文献：
  名称：

  Tschernyschew et al., Zhurnal Obshchei Khimii, 1957, vol. 27, p. 2676,2680; engl.Ausg.S.2718,2722

  摘要：

  DOI：

文献信息

• Combinatorial Approach to the Catalytic Hydrosilylation of Styrene Derivatives: Catalyst Systems Composed of Organoiron(0) or (II) Precursors and Isocyanides
  作者：Yusuke Sunada、Daisuke Noda、Hiroe Soejima、Hironori Tsutsumi、Hideo Nagashima

  DOI：10.1021/acs.organomet.5b00201

  日期：2015.6.22

  (COT)2Fe and the open ferrocenes (MPDE)2Fe (MPDE = η5-3-methylpentadienyl) and (DMPDE)2Fe (DMPDE = η5-2,4-dimethylpentadienyl) were found to function as catalyst precursors for the hydrosilylation of alkenes in the presence of auxiliary ligands. Screening trials determined that the optimal catalyst system was composed of (COT)2Fe and adamantyl isocyanide, allowing the selective hydrosilylation of styrene

  （COT）2 Fe和开放二茂铁（MPDE）2的Fe（MPDE =η 5 -3- methylpentadienyl）和（DMPDE）2的Fe（DMPDE =η 5 -2,4-二甲基戊）被发现作为用于催化剂前体在辅助配体存在下烯烃的氢化硅烷化。筛选试验确定，最佳催化剂体系由（COT）2 Fe和金刚烷基异氰化物组成，可以使苯乙烯衍生物与三取代氢硅氧烷和带有Me 2的聚二甲基硅氧烷进行选择性氢化硅烷化SiH部分作为端基。在适当的条件下，脱氢甲硅烷基化副反应被完全抑制，反应TON超过5000。
• Hydrosilylation of olefins catalysed by trans-di-µ-hydrido-bis(tricyclohexylphosphine)bis(silyl)diplatinum complexes
  作者：Michael Green、John L. Spencer、F. Gordon A. Stone、Constantinos A. Tsipis

  DOI：10.1039/dt9770001519

  日期：——

  The diplatinum complexes [Pt(SiR3)(µ-H)[(C6H11)3P]}2] catalyse the addition of silanes R3SiH (R = Me, Et, PhCH2, Ph, OEt, or Cl) to pent-1-ene, hex-1-ene, styrene, allyl chloride, and 2-methylpropene. Reactivity of the silanes is qualitatively in the order: Me2EtSiH ≃ Me2PhSiH ≃ Me2(PhCH2) SiH ClMe2SiH > Me3SiH > Cl3SiH Et3SiH (EtO)3SiH, except for allyl chloride for which it is Cl3SiH > Cl2MeSiH

  双铂配合物[Pt（SiR 3）（µ-H）[（C 6 H 11）3 P]} 2 ]催化硅烷R 3 SiH的添加（R = Me，Et，PhCH 2，Ph，OEt，或Cl）为戊-1-烯，己-1-烯，苯乙烯，烯丙基氯和2-甲基丙烯。硅烷的反应性从高到低依次为：Me 2 EtSiH≃Me 2 PhSiH≃Me 2（PhCH 2）SiH ClMe 2 SiH> Me 3 SiH> Cl 3 SiH Et 3 SiH （EtO）3 SiH，但烯丙基氯除外它是Cl3 SiH> Cl 2 MeSiH> Me 2 PhSiHClMe 2 SiH。加氢甲硅烷基化反应经常强烈放热，在催化剂：反应物比率为10 –4 –10 –6：1的情况下以高收率进行反应。六元-1,5-二烯，八元-1,7-二烯和4-乙烯基环己烯也会发生反应使用相同的催化剂体系，可以轻松地与硅烷一起使用。六（1，5-二烯）和八（1，7-二烯）可提
• A new class of hydride-bridged platinum complex with application as hydrosilylation catalysts; molecular and X-ray crystal structure of trans-di-µ-hydrido-bis(tricyclohexylphosphine)bis(triethylsilyl)diplatinum(Pt–Pt)
  作者：Michael Green、Judith A. K. Howard、Jill Proud、John L. Spencer、F. Gordon A. Stone、Constantions A. Tsipis

  DOI：10.1039/c39760000671

  日期：——

  Ge; R = alkyl, aryl, alkoxy, Cl) affords, respectively, the hydride bridged dinuclear species [PtH(µ-H)(PCy3)]2 and [PtMR3(µ-H)-(PCy3)]2; the triethylsilyl complex, which along with the other group 4a species catalyses the addition of R3MH to olefins and acetylenes, was identified structurally by single crystal X-ray crystallography.

  [Pt（C 2 H 4）2（PCy 3）]（Cy =环己基）与H 2或R 3 MH（M = Si，Ge; R =烷基，芳基，烷氧基，Cl）反应，得到氢化物桥接的双核物质[PtH（µ -H）（PCy 3）] 2和[PtMR 3（µ -H）-（PCy 3）] 2；通过单晶X射线晶体学鉴定了三乙基甲硅烷基配合物，其与其他4a族物质一起催化R 3 MH加成至烯烃和乙炔。
• [Rh(COD)Cl]₂/PPh₃-Catalyzed Dehydrogenative Silylation of Styrene Derivatives with NBE as a Hydrogen Acceptor
  作者：Wenkui Lu、Chengyang Li、Xiaoyu Wu、Xiaomin Xie、Zhaoguo Zhang

  DOI：10.1021/acs.organomet.0c00242

  日期：2020.11.9

  Direct synthesis of arylalkenylsilanes by [Rh(COD)Cl]2/PPh3-catalyzed dehydrogenative silylation of styrene derivatives with R3SiH (R = alkyl, alkoxy, aryl) was realized, in which norbornene (NBE) and PPh3 play a key role in achieving excellent selectivity in the formation of dehydrogenative silylation products. Moreover, this high-yielding transformation exhibits a broad substrate scope and good functional

  通过[Rh（COD）Cl] 2 / PPh 3催化苯乙烯衍生物与R 3 SiH（R =烷基，烷氧基，芳基）的直接合成芳基烯基硅烷，其中降冰片烯（NBE）和PPh 3起着在脱氢甲硅烷基化产物的形成中达到极好的选择性的关键作用。而且，这种高产率的转化表现出广泛的底物范围和良好的官能团耐受性。
• Highly Efficient B(C₆F₅)₃-Catalyzed Hydrosilylation of Olefins
  作者：Michael Rubin、Todd Schwier、Vladimir Gevorgyan

  DOI：10.1021/jo016279z

  日期：2002.3.1

  efficient method for the Lewis acid-catalyzed trans-selective hydrosilylation of alkenes has been developed. The mechanism of this novel protocol operates via direct addition of silylium type species across C=C bond followed by trapping of the resultant carbenium ion with boron-bound hydride. A number of diversely substituted silanes possessing both aryl and alkyl groups at silicon atom were efficiently prepared

  已经开发了一种方便高效的烯烃路易斯酸催化的反选择氢化硅烷化方法。该新方案的机理是通过在C = C键上直接添加甲硅烷基型物质，然后用​​硼键合的氢化物捕集所得的碳正离子而起作用。使用这种氢化硅烷化方法可以有效地制备许多在硅原子上同时具有芳基和烷基的不同取代的硅烷。在该反应中使用含芳基的氢硅烷的可能性为通过反式选择性氢化硅烷化/ Tamao-Fleming氧化顺序（与现有的顺式选择性氢硼化/氧化方案互补）合成醇提供了广泛的能力。