(Z)-1-(4-trifluoromethylphenyl)-2-(trimethylsilyl)ethene | 1192889-56-7

• 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: (Z)-1-(4-trifluoromethylphenyl)-2-(trimethylsilyl)ethene
• 英文别名: (Z)-trimethyl[2-(4-trifluoromethylphenyl)ethenyl]silane
• CAS: 1192889-56-7
• 化学式: C₁₂H₁₅F₃Si
• 分子量: 244.332
• InChiKey: VTEJXCNQKPQYSZ-HJWRWDBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (Z)-1-(4-trifluoromethylphenyl)-2-(trimethylsilyl)ethene 、 苯甲醛 在 platinum(II) chloride 、 lithium iodide 作用下， 以 1,2-二氯乙烷 为溶剂， 以6%的产率得到Trimethyl-[1-phenyl-2-[4-(trifluoromethyl)phenyl]prop-2-enoxy]silane
  参考文献：
  名称：

  Platinum-Catalyzed Nucleophilic Addition of Vinylsilanes at the β-Position

  摘要：

  In the presence of catalytic amounts of PtCl(2) and metal iodides, beta-substituted vinylsilanes reacted with aldehydes at the beta-position to give allyl silyl ethers. The Pt-catalyzed addition to aromatic aldehydes proceeded efficiently in the presence of Lil. The combined use of PtCl(2) and Mnl(2) was found to be effective in addition to aliphatic aldehydes.

  DOI：

  10.1021/ol902060r
• 作为产物：
  描述：

  1-[(三甲基硅基)乙炔基]-4-(三氟甲基)苯 在 二异丁基氢化铝 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 (Z)-1-(4-trifluoromethylphenyl)-2-(trimethylsilyl)ethene
  参考文献：
  名称：

  Platinum-Catalyzed Nucleophilic Addition of Vinylsilanes at the β-Position

  摘要：

  In the presence of catalytic amounts of PtCl(2) and metal iodides, beta-substituted vinylsilanes reacted with aldehydes at the beta-position to give allyl silyl ethers. The Pt-catalyzed addition to aromatic aldehydes proceeded efficiently in the presence of Lil. The combined use of PtCl(2) and Mnl(2) was found to be effective in addition to aliphatic aldehydes.

  DOI：

  10.1021/ol902060r

文献信息

• Palladium-catalyzed olefination of aryl/alkyl halides with trimethylsilyldiazomethane <i>via</i> carbene migratory insertion
  作者：Qiu-Chao Mu、Xing-Ben Wang、Fei Ye、Yu-Li Sun、Xing-Feng Bai、Jing Chen、Chun-Gu Xia、Li-Wen Xu

  DOI：10.1039/c8cc07664b

  日期：——

  The direct olefination of aryl/alkyl halides with trimethylsilyldiazomethane (TMSD) as a C1- or C2-unit was achieved successfully via a metal carbene migratory insertion process, which offered a new access to afford (E)-vinyl silanes and (E)-silyl-substituted α,β-unsaturated amides in good yields and high chemoselectivity.

  通过金属卡宾迁移插入过程成功实现了将芳基/烷基卤化物与三甲基甲硅烷基重氮甲烷（TMSD）作为C1-或C2-单元的直接烯烃化，这为提供（E）-乙烯基硅烷和（E）-甲硅烷基取代的α，β-不饱和酰胺，收率高，化学选择性高。
• Synthesis of β-Boryl-α-Aminosilanes by Copper-Catalyzed Aminoboration of Vinylsilanes
  作者：Kodai Kato、Koji Hirano、Masahiro Miura

  DOI：10.1002/anie.201608139

  日期：2016.11.7

  A copper‐catalyzed regioselective and stereospecific aminoboration of vinylsilanes with bis(pinacolato)diboron (pinB‐Bpin) and hydroxylamines has been developed. In the presence of a CuCl/MeO‐dppbz catalyst, the boryl group and amino group are incorporated at the β position and α position, respectively, and the corresponding β‐boryl‐α‐aminosilanes are obtained with good diastereoselectivity. The boryl

  已开发出具有双（频哪醇）二硼（pinB-Bpin）和羟胺的乙烯基硅烷铜催化的区域选择性和立体选择性氨基硼化方法。在CuCl / MeO-dppbz催化剂的存在下，硼基和氨基分别在β位置和α位置结合，并以良好的非对映选择性获得了相应的β-硼基-α-氨基硅烷。硼基是一个很好的潜在官能团，随后的操作提供了多种在药物化学中具有巨大潜力的β-官能化的α-氨基硅烷。另外，还描述了对不对称催化的初步应用。