Diethoxy-methyl-(1-phenylethyl)silane | 303156-97-0

• 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: Diethoxy-methyl-(1-phenylethyl)silane
• CAS: 303156-97-0
• 化学式: C₁₃H₂₂O₂Si
• 分子量: 238.402
• InChiKey: AWNMJDNCXCMAGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯乙烯 、 甲基二乙氧基硅烷 在 sodium t-butanolate 作用下， 以 neat (no solvent) 为溶剂， 以13%的产率得到Diethoxy-methyl-(1-phenylethyl)silane
  参考文献：
  名称：

  通过催化叔丁醇钠实现烯烃和丙二烯的无过渡金属和无溶剂区域选择性氢化硅烷化

  摘要：

  烯烃的β-选择性氢化硅烷化产物具有工业重要性，具有马尔可夫尼科夫选择性的方法的开发是一个不断发展的研究领域，但仍然相对较少。在此，我们开发了一种方便的、无过渡金属和溶剂的方法，涉及碱金属路易斯碱NaO t Bu作为催化剂和二苯基硅烷（Ph 2 SiH 2）作为硅烷试剂，用于乙烯基芳烃的区域选择性马尔可夫尼科夫氢化硅烷化和脂肪族烯烃的产率高，且具有良好的官能团相容性。重要的是，丙二烯与Ph 2 SiH 2的氢化硅烷化以区域选择性方式进行，得到( E )-烯丙基硅烷产物。利用地球上丰富的钠阳离子作为氢化硅烷化反应的催化剂似乎是前所未有的。我们假设形成了五配位硅“ate”中间体，红外和质谱证明了这一点。自由基时钟和捕获实验支持自由基介导的催化过程。

  DOI：

  10.1039/d3gc03473a

文献信息

• <i>N</i>-heterocyclic carbene platinum complexes functionalized with a polyether chain and silyl group: Synthesis and application as a catalyst for hydrosilylation
  作者：Fengxiang Zhang、Ying Bai、Xiaoling Yang、Jiayun Li、Jiajian Peng

  DOI：10.1080/10426507.2017.1321647

  日期：2017.12.2

  GRAPHICAL ABSTRACT ABSTRACT The synthesis and characterization of new N-heterocyclic carbene platinum(II) complexes functionalized with a polyether chain and silyl group are described. In addition, their application towards the catalytic hydrosilylation of unsaturated carbon–carbon bonds, including alkenes, alkynes, vinyl ether, and unsaturated esters, is reported. These new complexes exhibit both

  图形摘要 摘要描述了用聚醚链和甲硅烷基官能化的新型 N-杂环卡宾铂 (II) 配合物的合成和表征。此外，还报道了它们在不饱和碳-碳键（包括烯烃、炔烃、乙烯基醚和不饱和酯）的催化氢化硅烷化中的应用。这些新的配合物表现出优异的催化活性和氢化硅烷化选择性。催化系统可循环使用 >27 次。
• New organoplatinum (IV) complex with quaterpyridine ligand: Synthesis, structure and its catalytic activity in the hydrosilylation of styrene and terminal alkynes
  作者：Ariel Adamski、Maciej Kubicki、Piotr Pawluć、Tomasz Grabarkiewicz、Violetta Patroniak

  DOI：10.1016/j.catcom.2013.08.005

  日期：2013.12

  The reaction of ligand L with PtCl2 leads to a novel structural motif of octahedral ortho-metalated complex of formula [Pt(L-H)Cl-3] I. This result is a consequence of drastic conditions of reaction and preferred Pt(IV) octahedral coordination geometry. The new compound has been characterised on the basis of the spectroscopic data in solution, and its structure confirmed in the solid state by X-ray crystallography (1a-[Pt(L-H)Cl-3].MeOH, 1b-[Pt(LH)Cl-3]center dot C6H5CH3). This article reports organoplatinum (IV) complex 1 as effective and highly selective catalyst precursor in the hydrosilylation of styrene and terminal alkynes. (C) 2013 Elsevier B.V. All rights reserved.
• Synthesis of MCM-41-supported Mercapto and Vinyl Platinum Complex Catalyst for Hydrosilylation
  作者：Zhigang Ye、Hongxin Shi、Haimin Shen

  DOI：10.1080/10426507.2015.1012202

  日期：2015.10.3

  A mesoporous crystalline material (MCM-41)-supported mercapto and vinyl platinum complex [MCM-41-(SH-Pt)-(Vi-Pt)] was prepared and characterized by Fourier Transform-Infrared spectroscopy, thermogravimetry, transmission electron microscopy, X-ray diffraction, and X-ray photoelectron spectroscopy. The catalytic activity of MCM-41-(SH-Pt)-(Vi-Pt) was evaluated through the hydrosilylation of styrene with methyldiethoxysilane. MCM-41-(SH-Pt)-(Vi-Pt) shows superior activity for hydrosilylation compared with MCM-41-Vi-Pt and MCM-41-SH-Pt respectively, but the selectivity of three catalysts is almost the same. The catalyst MCM-41-(SH-Pt)-(Vi-Pt) could efficiently be recovered by a simple filtration and reused in four consecutive cycles without significant loss of catalytic activity and selectivity.
• Transition-metal- and solvent-free regioselective hydrosilylation of alkenes and allenes enabled by catalytic sodium <i>tert</i>-butoxide
  作者：Suresh Saini、Dharmendra Kumar Gupta、Ramesh Bhawar、Sheema Siddiqui、Manoj V. Mane、Shubhankar Kumar Bose

  DOI：10.1039/d3gc03473a

  日期：——

  products of alkenes are of industrial importance, and the development of methods with Markovnikov selectivity is a growing area of research and still relatively rare. Herein, we have developed a convenient, transition-metal- and solvent-free method involving the alkali metal Lewis base NaOtBu as a catalyst and diphenyl silane (Ph2SiH2) as a silane reagent for the regioselective Markovnikov hydrosilylation

  烯烃的β-选择性氢化硅烷化产物具有工业重要性，具有马尔可夫尼科夫选择性的方法的开发是一个不断发展的研究领域，但仍然相对较少。在此，我们开发了一种方便的、无过渡金属和溶剂的方法，涉及碱金属路易斯碱NaO t Bu作为催化剂和二苯基硅烷（Ph 2 SiH 2）作为硅烷试剂，用于乙烯基芳烃的区域选择性马尔可夫尼科夫氢化硅烷化和脂肪族烯烃的产率高，且具有良好的官能团相容性。重要的是，丙二烯与Ph 2 SiH 2的氢化硅烷化以区域选择性方式进行，得到( E )-烯丙基硅烷产物。利用地球上丰富的钠阳离子作为氢化硅烷化反应的催化剂似乎是前所未有的。我们假设形成了五配位硅“ate”中间体，红外和质谱证明了这一点。自由基时钟和捕获实验支持自由基介导的催化过程。