(E)-triethyl(2-methylstyryl)silane | 327999-87-1

• 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: (E)-triethyl(2-methylstyryl)silane
• 英文别名: triethyl-[(E)-2-(2-methylphenyl)ethenyl]silane
• CAS: 327999-87-1
• 化学式: C₁₅H₂₄Si
• 分子量: 232.441
• InChiKey: TXOGQUWPLBJCSJ-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.06
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  三乙基乙烯基硅烷 、 邻甲基苯腈 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 六甲基二硅烷 、 三(4-氟苯基)磷化氢 作用下， 以 乙基环己烷 为溶剂， 反应 15.0h， 以71%的产率得到(E)-triethyl(2-methylstyryl)silane
  参考文献：
  名称：

  Rhodium-Catalyzed Alkenylation of Nitriles via Silicon-Assisted C−CN Bond Cleavage

  摘要：

  Rhodium-catalyzed Mizoroki-Heck type reaction of nitriles via the cleavage of C-C bonds is described. Orthogonal and iterative functionalizations of arenes were also demonstrated by combining the present and conventional halide-based cross-coupling reactions.

  DOI：

  10.1021/ol100481h

文献信息

• [Rh(COD)Cl]₂/PPh₃-Catalyzed Dehydrogenative Silylation of Styrene Derivatives with NBE as a Hydrogen Acceptor
  作者：Wenkui Lu、Chengyang Li、Xiaoyu Wu、Xiaomin Xie、Zhaoguo Zhang

  DOI：10.1021/acs.organomet.0c00242

  日期：2020.11.9

  Direct synthesis of arylalkenylsilanes by [Rh(COD)Cl]2/PPh3-catalyzed dehydrogenative silylation of styrene derivatives with R3SiH (R = alkyl, alkoxy, aryl) was realized, in which norbornene (NBE) and PPh3 play a key role in achieving excellent selectivity in the formation of dehydrogenative silylation products. Moreover, this high-yielding transformation exhibits a broad substrate scope and good functional

  通过[Rh（COD）Cl] 2 / PPh 3催化苯乙烯衍生物与R 3 SiH（R =烷基，烷氧基，芳基）的直接合成芳基烯基硅烷，其中降冰片烯（NBE）和PPh 3起着在脱氢甲硅烷基化产物的形成中达到极好的选择性的关键作用。而且，这种高产率的转化表现出广泛的底物范围和良好的官能团耐受性。
• A recyclable and reusable K₂PtCl₄/Xphos-SO₃Na/PEG-400/H₂O system for highly regio- and stereoselective hydrosilylation of terminal alkynes
  作者：Caifeng Xu、Bin Huang、Tao Yan、Mingzhong Cai

  DOI：10.1039/c7gc02823g

  日期：——

  K2PtCl4/Xphos-SO3Na in a mixture of poly(ethylene glycol) (PEG-400) and water is shown to be a highly regio- and stereoselective catalyst for the hydrosilylation of terminal alkynes with hydrosilanes. The reaction could be conducted under mild conditions, yielding a variety of functionalized β-(E)-vinylsilanes in good to excellent yields with a total β-(E)-selectivity. The isolation of the products

  在聚（乙二醇）（PEG-400）和水的混合物中，K 2 PtCl 4 / Xphos-SO 3 Na被证明是高度炔和立体选择性的催化剂，用于末端炔烃与氢硅烷的硅氢化反应。该反应可以在温和的条件下进行，以良好的至优异的产率产生各种官能化的β-（E）-乙烯基硅烷，并具有总的β-（E）-选择性。产物的分离很容易通过环己烷萃取，更重要的是，在PEG-400 / H 2中用昂贵的K 2 PtCl 4和Xphos-SO 3 Na萃取。O系统可以轻松回收再利用至少八次，而不会损失任何催化活性。
• Nickel‐Catalyzed Decarboxylative C–Si Bond Formation: A Regioselective Cross‐Coupling Between Trialkyl Silanes and α,β‐Unsaturated Carboxylic Acids
  作者：Bharat Kumar Allam、Sadaf Azeez、Jeyakumar Kandasamy

  DOI：10.1002/aoc.5192

  日期：2019.11

  This report presents the first example of nickel‐catalyzed mild decarboxylative cross‐coupling reaction for the regioselective formation of C–Si bond. An easily accessible and significantly stable Ni (dmg)2 owes the role of key promoter. This reaction is highly functional group tolerant and offers α,β‐unsaturated silanes in synthetically useful yields. The reaction gives access to the successful utilization

  本报告提出了镍催化的C-Si键区域选择性形成的轻度脱羧交叉偶联反应的第一个例子。Ni（dmg）2易于获得且非常稳定，这归因于关键启动子的作用。该反应具有高度的官能团耐受性，可提供合成有用的α，β-不饱和硅烷。该反应使人们可以成功利用原本困难的三烷基硅烷作为偶联伙伴，并在适中的温度下操作，这对于处理高挥发性硅烷是有利的。
• Rhodium(I) Complexes Bearing Hydroxyl‐Functionalized 1,2,3‐Triazolylidenes and Their Catalytic Application
  作者：Agustín A. de la Fuente‐Olvera、Franciso J. Ruiz‐Mendoza、José M. Vásquez‐Pérez、Myriam Meléndez‐Rodríguez、Alejandro Álvarez‐Hernández、Verónica Salazar‐Pereda、Daniel Mendoza‐Espinosa

  DOI：10.1002/ejic.202200401

  日期：2022.10.26

  We report the synthesis and full characterization of a novel series rhodium(I) complexes (3 a–c) supported by hydroxyl-functionalized 1,2,3-triazolylidenes. Their application as catalysts in the 1,4-addition of boronic acid to 2-cyclohexenone and the hydrosilylation of terminal alkynes is described.

  我们报告了由羟基官能化的 1,2,3-三唑基支持的新型系列铑 (I) 配合物 ( 3 a-c )的合成和完整表征。描述了它们作为催化剂在硼酸与 2-环己烯酮的 1,4-加成和末端炔烃的氢化硅烷化中的应用。
• 10.1002/ejic.202400145
  作者：Fonseca-Olvera, Josué G.、Ruiz-Mendoza, Francisco J.、Flores-Ávila, Amador、Meléndez-Rodríguez, Myriam、Suárez-Castillo, Oscar R.、Mendoza-Espinosa, Daniel

  DOI：10.1002/ejic.202400145

  日期：——

  The synthesis and full characterization of a series of heterometallic Au(I)/Pd(II) and chelated Pd(II) complexes supported by heteroditopic imidazol-2-ylidene/triazol-5-ylidene ligands is reported. The new biscarbenic palladium(II) complexes were tested as catalysts in the cross-coupling of boronic acid to a variety of chloroarenes and the hydrosilylation of terminal alkynes. Both catalytic processes

  报道了由异二位咪唑-2-亚基/三唑-5-亚基配体支持的一系列异金属 Au(I)/Pd(II) 和螯合 Pd(II) 配合物的合成和全面表征。新型双碳钯(II)配合物作为硼酸与各种氯芳烃交叉偶联以及末端炔烃氢化硅烷化的催化剂进行了测试。两种催化方法在低催化剂负载量下均提供良好至优异的产率。