Et2CHOSiPh2H | 119395-13-0

• 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: Et2CHOSiPh2H
• 英文别名: (1-ethylpropoxy)diphenylsilane；(pentan-3-yloxy)diphenylsilane
• CAS: 119395-13-0
• 化学式: C₁₇H₂₂OSi
• 分子量: 270.447
• InChiKey: GONXMARWIJZSDA-UHFFFAOYSA-N

物化性质

• 沸点：
  331.1±15.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  二苯基硅烷 、 3-戊酮 在 iron(II) bis(trimethylsilyl)amide 作用下， 以 氘代苯 为溶剂， 反应 0.7h， 生成 Et2CHOSiPh2H
  参考文献：
  名称：

  简单酰胺催化剂[Fe {N（SiMe3）2} 2]对羰基化合物进行有效的氢硅烷化。

  摘要：

  保持简单：在标题络合物的存在下，多种酮和两个醛在温和条件下进行有效的氢化硅烷化（参见方案； R，R'= H，烷基，芳基）。在某些情况下，催化剂负载量仅为0.01-0.03 mol％就足够了。该催化剂可为酮的氢化硅烷化提供一种简单，经济高效且对环境无害的替代方法。

  DOI：

  10.1002/anie.201005055

文献信息

• Selective hydrosilylation of alkynes and ketones: contrasting reactivity between cationic 3-iminophosphine palladium and nickel complexes
  作者：Hosein Tafazolian、Robert Yoxtheimer、Rajendr S. Thakuri、Joseph A. R. Schmidt

  DOI：10.1039/c7dt00832e

  日期：——

  hydrosilylation of alkynes and ketones has been explored utilizing palladium- and nickel(allyl) complexes supported by 3-iminophosphine ligands. Palladium and nickel demonstrated distinctly different reactivity profiles, with palladium proving very effective for the hydrosilylation of electron-deficient alkynes, while nickel excelled with ketones and internal alkynes. Additionally, in many cases, regioselective

  利用3-亚氨基膦配体负载的钯和镍（烯丙基）配合物，探索了炔烃和酮的催化氢化硅烷化反应。钯和镍显示出明显不同的反应活性，其中钯被证明对缺电子炔烃的氢化硅烷化非常有效，而镍在酮和内部炔烃方面表现优异。另外，在许多情况下，观察到区域选择性氢化硅烷化。
• Bis(η⁵-cyclopentadienyl)diphenyltitanium-catalyzed Hydrosilylation of Ketones
  作者：Taichi Nakano、Yoichiro Nagai

  DOI：10.1246/cl.1988.481

  日期：1988.3.5

  Bis(η5-cyclopentadienyl)diphenyltitanium activated a Si–H bond of diphenylsilane, methylphenylsilane, and phenylsilane effectively to bring about the reaction with ketones giving hydrosilylation products, alkoxysilanes, in good yields with good selectivity.

  双(η5-环戊二烯基)二苯基钛有效地活化了二苯基硅烷、甲基苯基硅烷和苯基硅烷的Si–H键，引发其与酮类反应，以良好的产率和选择性生成加氢硅烷化产物——烷氧基硅烷。
• E–H Bond Activations and Hydrosilylation Catalysis with Iron and Cobalt Metalloboranes
  作者：Mark A. Nesbit、Daniel L. M. Suess、Jonas C. Peters

  DOI：10.1021/acs.organomet.5b00530

  日期：2015.10.12

  An exciting challenge in transition metal catalyst design is to explore whether earth-abundant base metals such as Fe, Co, and Ni can mediate two-electron reductive transformations that their precious metal counterparts (e.g., Ru, Rh, Ir, and Pd) are better known to catalyze. Organometallic metalloboranes are an interesting design concept in this regard because they can serve as organometallic frustrated Lewis pairs. To build on prior studies with nickel metalloboranes featuring the DPB and (DPBMes)-D-Ph ligands in the context of H-2 and slime activation and catalysis (DPB = bis(o-diisopropylphosphinophenyl)phenylborane, (DPBMes)-D-Ph = bis (o-diphenylphosphinophenyl)mesitylborane), we now explore the reactivity of iron, [(DPB)Fe](2)(N-2), 1, and cobalt, (DPB)Co(N-2), 2, metalloboranes toward a series of substrates with E-H bonds (E = O, S, C, N) including phenol, thiophenol, benzo[h]quinoline, and 8-aminoquinoline. In addition to displaying high stoichiometric E-H bond activation reactivity, complexes 1 and 2 prove to be more active catalysts for the hydrosilylation of ketones and aldehydes with diphenylsilane relative to ((DPBMes)-D-Ph)Ni. Indeed, 2 appears to be the most active homogeneous cobalt catalyst reported to date for the hydrosilylation of acetophenone under the conditions studied.
• Hydrosilylation of Aldehydes and Ketones Catalyzed by a Terminal Zinc Hydride Complex, [κ³-Tptm]ZnH
  作者：Wesley Sattler、Serge Ruccolo、Mahnaz Rostami Chaijan、Tawfiq Nasr Allah、Gerard Parkin

  DOI：10.1021/acs.organomet.5b00506

  日期：2015.10.12

  Tris(2-pyridylthio)methyl zinc hydride, [kappa(3)-Tptm]ZnH, is an effective catalyst for multiple insertions of carbonyl groups into the Si-H bonds of PhxSiH4-x (x = 1, 2). Specifically, [kappa(3)-Tptm]ZnH catalyzes the insertion of a variety of aldehydes and ketones into the Si-H bonds of PhSiH3 and Ph2SiH2 to afford PhSi[OCH(R)R'](3) and Ph,Si[OCH(R)R'](2), respectively. The mechanism for hydrosilylation is proposed to involve insertion of the carbonyl group into the Zn-H bond to afford an alkoxy species, followed by metathesis with the silane to release the alkoxysilane and regenerate the zinc hydride catalyst. Multiple insertion of prochiral ketones results in the formation of diastereomeric mixtures of alkoxysilanes that can be identified by NMR spectroscopy.