triethyl(1-(p-tolyl)ethoxy)silane | 1208223-39-5

• 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: triethyl(1-(p-tolyl)ethoxy)silane
• 英文别名: (1-(p-tolyl)ethoxy)triethylsilane；(1-para-methylphenylethoxy)triethylsilane；Triethyl-[1-(4-methylphenyl)ethoxy]silane；triethyl-[1-(4-methylphenyl)ethoxy]silane
• CAS: 1208223-39-5
• 化学式: C₁₅H₂₆OSi
• 分子量: 250.456
• InChiKey: XWMIZDSBLUXQTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.08
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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 、 对甲基苯乙酮 在 Rh(ItBu)2HCl 、 氢气 作用下， 反应 1.0h， 生成 triethyl(1-(p-tolyl)ethoxy)silane
  参考文献：
  名称：

  Tandem deuteration/hydrosilylation reactions catalyzed by a rhodium carbene complex under solvent-free conditions

  摘要：

  复杂物[Rh(ItBu)2HCl]已被证明在羰基和亚胺络合物的氢硅烷化反应中是一种活跃的催化剂。这种反应性结合先前报道的这些络合物催化的氘/氢交换，使得使用单一催化剂进行一锅两步反应成为可能，用于氘/氢交换和氢硅烷化。利用三乙基硅烷、[Rh(ItBu)2Cl]催化剂和D2气体，可以以原子经济、无溶剂的反应合成氘代硅醚。

  DOI：

  10.1039/c2cc17196a

文献信息

• Hydrosilylation of Carbonyls Catalyzed by Hydridoborenium Borate Salts: Lewis Acid Activation and Anion Mediated Pathways
  作者：Sandeep Rawat、Mamta Bhandari、Vishal Kumar Porwal、Sanjay Singh

  DOI：10.1021/acs.inorgchem.0c00646

  日期：2020.5.18

  multinuclear NMR measurements for catalysts 1 and 2. The combined effect of carbonyl activation via the Lewis acidic hydridoborenium cation and the hydridic nature of the borate counteranion in 1 makes it a more efficient catalyst in comparison to that of carbonyl activation via the predominant Lewis acid activation pathway operating with catalyst 2. The catalytic cycle of 1 showed hydride transfer from

  由双（膦酰氨基）酰胺配体支撑的电子不饱和三配位氢硼阳离子[LBH] + [HB（C6F5）3]-（1）和[LBH] + [B（C6F5）4]-（2），被发现是在温和的反应条件下（L = [（2,4,6-Me3C6H2N）P（Ph2）} 2N]氢化一系列脂肪族和芳香族醛和酮的出色催化剂。通过对催化剂1和2的原位多核NMR测量，监测了PhCHO硅氢加氢反应的催化循环的关键步骤。1中路易斯酸氢硼化硼阳离子对羰基的活化作用与硼酸抗衡阴离子的氢化性质共同作用使其成为一种与通过主要的路易斯酸活化途径与催化剂2进行羰基活化相比，催化剂更有效。1的催化循环显示氢化物在第一步中从硼酸盐部分[HB（C6F5）3]-转移到PhCHO，形成[PhCH2-OB（C6F5）3]-，随后与Et3SiH进行σ键易位。产品为PhCH2-O-SiEt3。量子化学计算也支持1的硼酸根阴离子介导的机理。相反，由2催化的反应主要
• Silyl formates as hydrosilane surrogates for the transfer hydrosilylation of ketones
  作者：R. Martin Romero、Neethu Thyagarajan、Nora Hellou、Clément Chauvier、Timothé Godou、Lucile Anthore-Dalion、Thibault Cantat

  DOI：10.1039/d2cc00666a

  日期：——

  A transfer hydrosilylation of ketones employing silyl formates as hydrosilane surrogates under mild conditions is presented. A total of 24 examples of ketones have been successfully converted to their corresponding silyl ethers with 61–99% yields in the presence of a PNHP-based ruthenium catalyst and silyl formate reagent. The crucial role of the ligand for the transformation is demonstrated.

  介绍了在温和条件下使用甲硅烷基甲酸酯作为氢化硅烷替代物的酮的转移氢化硅烷化。在 PN H P 基钌催化剂和甲酸甲硅烷酯试剂存在下，共有 24 个酮类实例成功地转化为相应的甲硅烷基醚，产率为 61-99% 。证明了配体对转化的关键作用。
• Pd-catalyzed selective hydrosilylation of aryl ketones and aldehydes
  作者：Pandurang V. Chouthaiwale、Varun Rawat、Arumugam Sudalai

  DOI：10.1016/j.tetlet.2011.10.155

  日期：2012.1

  Pd salts in combination with triethylsilane as hydride source and DMF as solvent has been found to be excellent catalytic combination that selectively reduces aryl ketones and aldehydes under mild conditions to afford triethylsilyloxy compounds in excellent yields. Product selectivity to the respective benzyl alcohols can however be achieved when the reaction was performed in DMF/H2O (4:1) as solvent system. (C) 2011 Elsevier Ltd. All rights reserved.
• Rhodium-Catalyzed, Efficient Deutero- and Tritiosilylation of Carbonyl Compounds from Hydrosilanes and Deuterium or Tritium
  作者：Miguel Rubio、Jesús Campos、Ernesto Carmona

  DOI：10.1021/ol202117t

  日期：2011.10.7

  A cationic rhodium compound which is an active catalyst for both the hydrogen isotope exchange in hydrosilanes and the hydrosilylation of carbonyl compounds permits, in a one-flask, two-step procedure, efficient deutero- and tritiosilylations using SiEt3H under D-2 (0.5 bar) or T-2, at low catalyst loadings (0.1-0.5 mol%).
• 10.1002/ejoc200900066
  作者：Bach, Peter、Albright, Andrea、Laali, Kenneth K.

  DOI：10.1002/ejoc200900066

  日期：——