(E)-2-triethylsilyl-1,4-diphenylbuta-1-en-3-yne | 1364891-57-5

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (E)-2-triethylsilyl-1,4-diphenylbuta-1-en-3-yne
• 英文别名: (E)-(1,4-diphenylbut-1-en-3-yn-2-yl)triethylsilane；[(E)-1,4-diphenylbut-1-en-3-yn-2-yl]-triethylsilane
• CAS: 1364891-57-5
• 化学式: C₂₂H₂₆Si
• 分子量: 318.534
• InChiKey: KSQQLVZKXACVQY-ZBJSNUHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.17
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  三乙基硅烷 、 1，4-二苯基丁二炔 在 platinum(IV) oxide 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以98%的产率得到(E)-2-triethylsilyl-1,4-diphenylbuta-1-en-3-yne
  参考文献：
  名称：

  Pt-Catalyzed Hydrosilylation of 1,3-Diynes with Triorganosilanes: Regio- and Stereoselective Synthesis of Mono- or Bis-silylated Adducts

  摘要：

  An efficient method has been successfully developed for the functionalization of various 1,3-diynes by the hydrosilylation reaction with triethyl- or triphenylsilane catalyzed by Pt catalysts (Pt-2(dvs)(3), PtO2, or Pt(PPh3)(4)). Comprehensive optimization studies were performed for the first time to find suitable process conditions for the stereo- and regioselective formation of mono- or bis-silylated adducts from commercially available substrates and catalysts. Silyl-substituted 1,3-enynes or bis-silyl-functionalized buta-1,3-dienes were obtained with excellent yields and fully characterized.

  DOI：

  10.1021/acs.joc.8b03143

文献信息

• Engineering regioselectivity in the hydrosilylation of alkynes using heterobimetallic dual-functional hybrid catalysts
  作者：Max Roemer、Sinead T. Keaveney、Vinicius R. Gonçales、Jiaxin Lian、James E. Downes、Shreedhar Gautam、J. Justin Gooding、Barbara A. Messerle

  DOI：10.1039/d1cy01804c

  日期：——

  The complexes differ in metal centre oxidation state and co-ligands, which are CO or Cp*Cl for the Rh complexes and Cp*Cl for the Ir complexes. The immobilization results in simultaneous surface binding and modification of the Rh complexes bearing CO-ligands. In this process, the CO ligands are removed and the overall structure of the catalytically active complex is altered. Analysis of the hybrid

  描述了炭黑负载的铑和铱异双金属催化剂（称为混合催化剂）的合成和表征，以及它们在炔烃的氢化硅烷化中的应用。应用芳基重氮接枝程序将具有不同长度的系链的 Rh 和 Ir 吡唑-三唑配合物同时固定到炭黑上，得到混合催化剂。这些配合物的金属中心氧化态和共配体不同，Rh 配合物为 CO 或 Cp*Cl，Ir 配合物为 Cp*Cl。固定导致同时表面结合和修饰带有 CO 配体的 Rh 复合物。在这个过程中，CO 配体被去除，催化活性复合物的整体结构被改变。通过 XPS 和 SEM/EDX 对混合催化剂的分析表明，催化剂具有表面结合的 Rh-和 Ir-配合物。Rh含量明显高于Ir含量。这是因为改性 Rh 复合物与炭黑的结合更有效，因为它们具有两个潜在的结合位点。Rh K- 和 Ir L 处基于同步加速器的 X 射线吸收光谱 (XAS)3 个边缘进一步证实了表面结合的金属络合物的存在。没有迹象表明二次金属的存
• Selective Hydrosilylation of 1,3-Diynes Catalyzed by Titania-Supported Platinum
  作者：Francisco Alonso、Robison Buitrago、Yanina Moglie、Antonio Sepúlveda-Escribano、Miguel Yus

  DOI：10.1021/om201274v

  日期：2012.3.26

  Titania-supported platinum (mainly as Pt(II)) has been found to effectively catalyze the hydrosilylation of 1,3-diynes at 70 degrees C with low catalyst loading (0.25 mol %) under solvent-free conditions. Monohydrosilylation was achieved for diaryl-substituted diynes, whereas dialkyl-substituted diynes were transformed into the corresponding dihydrosilylated products in good yields. In every case, the process was proven to be highly stereoselective, with syn addition of the silicon hydrogen bond, and regioselective, with the silicon moiety exclusively bonded to the most internal carbon atom of the 1,3-diyne (beta-E product), as confirmed by X-ray crystallography.