(E)-(1,4-diphenylbut-1-en-3-yn-2-yl)triphenylsilane | 933471-10-4

• 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)-(1,4-diphenylbut-1-en-3-yn-2-yl)triphenylsilane
• 英文别名: [(E)-1,4-diphenylbut-1-en-3-yn-2-yl]-triphenylsilane
• CAS: 933471-10-4
• 化学式: C₃₄H₂₆Si
• 分子量: 462.666
• InChiKey: DQNKSUUDCQAGHE-CDSHQWRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.83
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  1，4-二苯基丁二炔 、 三苯基硅烷 在 铂(0)-1,3-二乙烯-1,1,3,3-四甲基二硅氧烷 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以90%的产率得到(E)-(1,4-diphenylbut-1-en-3-yn-2-yl)triphenylsilane
  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

• 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.
• Pt-Catalyzed Hydrosilylation of 1,3-Diynes with Triorganosilanes: Regio- and Stereoselective Synthesis of Mono- or Bis-silylated Adducts
  作者：Jędrzej Walkowiak、Katarzyna Salamon、Adrian Franczyk、Kinga Stefanowska、Jakub Szyling、Ireneusz Kownacki

  DOI：10.1021/acs.joc.8b03143

  日期：2019.2.15

  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.