2-methyl-1-phenyl-2-(triethylsiloxy)propane

• 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: 2-methyl-1-phenyl-2-(triethylsiloxy)propane
• 英文别名: 2-methyl-1-phenyl-2-triethylsilyloxypropane；Triethyl-(2-methyl-1-phenylpropan-2-yl)oxysilane
• 化学式: C₁₆H₂₈OSi
• 分子量: 264.483
• InChiKey: LNMLPSHECJDFCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 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 、 二甲基苄基原醇 在 三(五氟苯基)硼烷 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以96%的产率得到2-methyl-1-phenyl-2-(triethylsiloxy)propane
  参考文献：
  名称：

  一种新颖的B（C（6）F（5））（3）催化的醇还原反应以及芳基和烷基醚与氢硅烷的裂解

  摘要：

  在催化量的B（C（6）F（5））（3）存在下，HSiEt（3）将伯醇1a-e和醚4a-d有效还原为相应的烃2。据我们所知，这是路易斯酸催化用氢硅烷还原醇和醚的第一个例子。仲烷基醚4j，k能够在相似的反应条件下裂解和/或还原，从而在随后用TBAF脱保护时产生甲硅烷基醚3m-n或相应的醇5a。发现仲醇1g-i和叔醇1j以及叔烷基醚4l没有与HSiEt（3）/（B（C（6）F（5））（3）还原剂反应发现底物的以下相对反应顺序：初级>>次级>第三级。

  DOI：

  10.1021/jo000726d

文献信息

• A Novel B(C₆F₅)₃-Catalyzed Reduction of Alcohols and Cleavage of Aryl and Alkyl Ethers with Hydrosilanes
  作者：Vladimir Gevorgyan、Michael Rubin、Sharonda Benson、Jian-Xiu Liu、Yoshinori Yamamoto

  DOI：10.1021/jo000726d

  日期：2000.9.1

  The primary alcohols 1a-e and ethers 4a-d were effectively reduced to the corresponding hydrocarbons 2 by HSiEt(3) in the presence of catalytic amounts of B(C(6)F(5))(3). To the best of our knowledge, this is the first example of catalytic use of Lewis acid in the reduction of alcohols and ethers with hydrosilanes. The secondary alkyl ethers 4j,k enabled cleavage and/or reduction under similar reaction

  在催化量的B（C（6）F（5））（3）存在下，HSiEt（3）将伯醇1a-e和醚4a-d有效还原为相应的烃2。据我们所知，这是路易斯酸催化用氢硅烷还原醇和醚的第一个例子。仲烷基醚4j，k能够在相似的反应条件下裂解和/或还原，从而在随后用TBAF脱保护时产生甲硅烷基醚3m-n或相应的醇5a。发现仲醇1g-i和叔醇1j以及叔烷基醚4l没有与HSiEt（3）/（B（C（6）F（5））（3）还原剂反应发现底物的以下相对反应顺序：初级>>次级>第三级。
• Gold(I)−Phosphine Catalyst for the Highly Chemoselective Dehydrogenative Silylation of Alcohols
  作者：Hajime Ito、Katsuhiro Takagi、Takahiro Miyahara、Masaya Sawamura

  DOI：10.1021/ol050979z

  日期：2005.7.1

  [reaction: see text] A gold(I) complex of Xantphos AuCl(xantphos) catalyzes the dehydrogenative silylation of alcohols with high chemoselectivity and solvent tolerance. It is selective for the silylation of hydroxyl groups in the presence of alkenes, alkynes, alkyl halides (RCl, RBr), ketones, aldehydes, conjugated enones, esters, and carbamates.

  [反应：见正文] Xantphos AuCl（xantphos）的金（I）络合物以高化学选择性和耐溶剂性催化醇的脱氢甲硅烷基化。在烯烃，炔烃，卤代烷（RCl，RBr），酮，醛，共轭烯酮，酯和氨基甲酸酯的存在下，对羟基的甲硅烷基化具有选择性。
• Silyl methallylsulfinates: efficient and powerful agents for the chemoselective silylation of alcohols, polyols, phenols and carboxylic acids
  作者：Xiaogen Huang、Cotinica Craita、Loay Awad、Pierre Vogel

  DOI：10.1039/b417894g

  日期：——

  Alcohols, phenols and carboxylic acids are silylated with very good yields in the presence of silyl methallylsulfinates under non-basic conditions and with the formation of volatile co-products.

  在无碱条件下，在硅烷美克基亚基亚基亚基亚基亚基硫酸盐的存在下，醇、酚和羧酸以很高的产率进行硅化，同时生成挥发性副产品。
• A novel reduction of alcohols and ethers with a HSiEt3catalytic B(C6F5)3 system
  作者：Vladimir Gevorgyan、Jian-Xiu Liu、Michael Rubin、Sharonda Benson、Yoshinori Yamamoto

  DOI：10.1016/s0040-4039(99)01757-8

  日期：1999.12

  The primary alcohols 1a-d and ethers 4a-b were effectively reduced into the corresponding hydrocarbons 2 by HSiEt3 in the presence of catalytic amounts of B(C6F5)(3). The secondary alkyl ethers 4g,h underwent cleavage and/or reduction under similar reaction conditions to produce either the silyl ether 3k or the corresponding alcohol 5b upon subsequent deprotection with TBAF. The secondary alcohols (1g,h) and tertiary alcohol 1i, as well as tertiary alkyl ether 4i, did not react with the HSiEt3/(B(C6F5)(3) reducing reagent at all. The following relative reactivity order of substrates was found: primary>>secondary>tertiary. The methyl aryl ethers 4c-e and alkyl aryl ether 4f were smoothly deprotected to give the corresponding silyl ethers 3b,h-j in nearly quantitative isolated yields. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Cationic Dirhodium Complexes Bridged by 2-Phosphinopyridines Having an Exquisitely Positioned Axial Shielding Group: A Molecular Design for Enhancing the Catalytic Activity of the Dirhodium Core
  作者：Ryuhei Ohnishi、Hidetoshi Ohta、Shigeki Mori、Minoru Hayashi

  DOI：10.1021/acs.organomet.1c00314

  日期：2021.8.9

  create highly electrophilic dirhodium catalysts. The electrophilicity of lantern-type dirhodium complexes is generally decreased by the coordination of a ligand to the axial site, which often causes a reduction in the catalytic activity. We designed and synthesized a series of cationic dirhodium complexes bridged by 2-diarylphosphinopyridines having a bulky 2,4,6-triisopropylphenyl (Tip) group that can

  这份报告描述了一种创造高亲电性铑催化剂的策略。灯笼型铑配合物的亲电性通常会因配体与轴向位点的配位而降低，这通常会导致催化活性降低。我们设计并合成了一系列由具有庞大的 2,4,6-三异丙基苯基 (Tip) 基团的 2-二芳基膦基吡啶桥接的阳离子二铑配合物，可以防止外部分子攻击最近的轴向位点。理论计算表明，Tip 基团与轴向位点的相互作用较弱，但几乎不会降低 dirhodium 核的亲电性。在温和条件和低金属负载下，该配合物可作为使用氢硅烷对醇进行脱氢硅烷化反应的优异催化剂前体，