(E)-1-triethylsilyl-2-(3-methoxyphenyl)ethene | 1054612-29-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-1-triethylsilyl-2-(3-methoxyphenyl)ethene
• 英文别名: triethyl(E-3-methoxystyryl)silane；triethyl-[(E)-2-(3-methoxyphenyl)ethenyl]silane
• CAS: 1054612-29-1
• 化学式: C₁₅H₂₄OSi
• 分子量: 248.44
• InChiKey: SZJRGTZPBNLVNQ-VAWYXSNFSA-N

物化性质

• 沸点：
  313.0±25.0 °C(Predicted)
• 密度：
  0.911±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 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 、 3-乙炔基苯甲醚 在 platinum(IV) oxide 2-dicyclohexyl-phosphino-2',4',6'-triisopropylbiphenyl 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以92%的产率得到(E)-1-triethylsilyl-2-(3-methoxyphenyl)ethene
  参考文献：
  名称：

  Xphos ligand and platinum catalysts: A versatile catalyst for the synthesis of functionalized β-(E)-vinylsilanes from terminal alkynes

  摘要：

  Hydrosilylation of functionalized terminal arylalkynes with a variety of silanes catalyzed by PtCl(2) or PtO(2) in the presence of the air-stable and bulky Xphos ligand was investigated. Regardless of the electronic nature ( electron withdrawing or donating group) and the position (o, m, p) of the substituents on the aromatic ring, a single beta-(E)-styrylsilanes was obtained in good to excellent yields. The regioselectivity of the H-Si bond addition was found to be governed by steric effects induced by the bulky Xphos ligand. A dramatic regioselectivity was also observed when functionalized terminal aliphatic alkynes were employed as a substrate and in these cases regioisomeric beta-(E)-vinylsilanes were generated with excellent selectivity. (c) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.05.028

文献信息

• 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。
• Stepwise Construction of Multimetallic Complexes Supported by Heteroditopic NHC/MIC Ligands
  作者：Josué G. Fonseca‐Olvera、Francisco J. Ruiz‐Mendoza、Amador Flores‐Ávila、Myriam Meléndez‐Rodríguez、Oscar R. Suárez‐Castillo、Daniel Mendoza‐Espinosa

  DOI：10.1002/ejic.202400145

  日期：2024.7.10

  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。
• Rhodium-Catalyzed Alkenylation of Nitriles via Silicon-Assisted C−CN Bond Cleavage
  作者：Yusuke Kita、Mamoru Tobisu、Naoto Chatani

  DOI：10.1021/ol100481h

  日期：2010.4.16

  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.