(E)-3-(2-triethylsilanylvinyl)pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (E)-3-(2-triethylsilanylvinyl)pyridine
• 英文别名: (E)-3-(2-(triethylsilyl)vinyl)pyridine；triethyl-[(E)-2-pyridin-3-ylethenyl]silane
• 化学式: C₁₃H₂₁NSi
• 分子量: 219.402
• InChiKey: LQIXZIVPAZSNFT-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-溴吡啶 、 三乙基乙烯基硅烷 在 bis(η3-allyl-μ-chloropalladium(II)) sodium acetate 、 顺式,顺式,顺式-1,2,3,4-四[(二苯基膦)甲基]环戊烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以86%的产率得到(E)-3-(2-triethylsilanylvinyl)pyridine
  参考文献：
  名称：

  Selective synthesis of (E)-triethyl(2-arylethenyl)silane derivatives by reaction of aryl bromides with triethyl vinylsilane catalysed by a palladium–tetraphosphine complex

  摘要：

  Cis, cis, cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane/0.5[PdCI(C3H5)](2) system catalyses the Heck reaction of vinylsilane derivatives with a range of aryl bromides with high ratio substrate/catalyst in good yields. The formation of mixtures of styrene, (E)-triethyl(2-arylethenyl)sitane and triethyl(1-arylethenyl)silane derivatives was observed in some cases. Very high selectivities (up to 100%) in favour of the formation of (E)-triethyl(2-arylethenyl)silane derivatives were obtained in the presence of sodium acetate as base. With other bases such as potassium carbonate, the formation of large amounts of styrene derivatives was observed. The reaction tolerates several functions such as fluoro, trifluoromethyl, methoxy, dimethylamino, acetyl, formyl, benzoyl, carboxylate, nitro or nitrile. Moreover, turnover numbers up to 10,000 can be obtained for this reaction. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.05.014

文献信息

• Regio- and stereoselective hydrosilylation of alkynes catalyzed by SiO₂ supported Pd–Cu bimetallic nanoparticles
  作者：Jia-wei Zhang、Guo-ping Lu、Chun Cai

  DOI：10.1039/c7gc00818j

  日期：——

  An efficient, recyclable Pd-Cu bimetallic nanoparticles catalyst has been prepared, which exhibits superior activity and selectivity for the hydrosilylation of internal and terminal alkynes under mild reaction conditions with a...

  制备了一种有效的，可回收的Pd-Cu双金属纳米粒子催化剂，该催化剂在温和的反应条件下，具有良好的活性和选择性，可在温和的反应条件下对内部和末端炔烃进行氢化硅烷化。