(Z,Z)-4,4'-bis[2-(dimethyl(phenyl)silyl)ethenyl]biphenyl ether

• 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: (Z,Z)-4,4'-bis[2-(dimethyl(phenyl)silyl)ethenyl]biphenyl ether
• 英文别名: [(Z)-2-[4-[4-[(Z)-2-[dimethyl(phenyl)silyl]ethenyl]phenoxy]phenyl]ethenyl]-dimethyl-phenylsilane
• 化学式: C₃₂H₃₄OSi₂
• 分子量: 490.792
• InChiKey: WBVKAGQARSSJPM-YPAXQUSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.81
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (Z,Z)-4,4'-bis[2-(dimethyl(phenyl)silyl)ethenyl]biphenyl ether 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 水 、 乙腈 为溶剂， 反应 2.0h， 以66%的产率得到(Z,Z)-4,4'-bis(2-bromoethenyl)biphenyl ether
  参考文献：
  名称：

  Highly (Z)-Selective Hydrosilylation of Terminal Alkynes Catalyzed by a Diphosphinidenecyclobutene-Coordinated Ruthenium Complex:  Application to the Synthesis of (Z,Z)-Bis(2-bromoethenyl)arenes

  摘要：

  Complex 1 bearing a diphosphinidenecyclobutene ligand (DPCB-OMe) catalyzes highly stereoselective hydrosilylation of diethynylarenes with HSiMe2Ph to afford (Z,Z)-bis(2-silylethenyl)arenes. Treatment of the hydrosilylation products with N-bromosuccinimide causes bromodesilylation in a stereospecific manner, giving (Z,Z)-bis(2-bromoethenyl)arenes in high geometrical purity (> 98%).

  DOI：

  10.1021/jo051908g
• 作为产物：
  描述：

  二甲基苯基硅烷 、 4-苯乙炔醚 在 diphosphinidenecyclobutene-coordinated ruthenium 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以91%的产率得到(Z,Z)-4,4'-bis[2-(dimethyl(phenyl)silyl)ethenyl]biphenyl ether
  参考文献：
  名称：

  Highly (Z)-Selective Hydrosilylation of Terminal Alkynes Catalyzed by a Diphosphinidenecyclobutene-Coordinated Ruthenium Complex:  Application to the Synthesis of (Z,Z)-Bis(2-bromoethenyl)arenes

  摘要：

  Complex 1 bearing a diphosphinidenecyclobutene ligand (DPCB-OMe) catalyzes highly stereoselective hydrosilylation of diethynylarenes with HSiMe2Ph to afford (Z,Z)-bis(2-silylethenyl)arenes. Treatment of the hydrosilylation products with N-bromosuccinimide causes bromodesilylation in a stereospecific manner, giving (Z,Z)-bis(2-bromoethenyl)arenes in high geometrical purity (> 98%).

  DOI：

  10.1021/jo051908g

文献信息

• Highly (<i>Z</i>)-Selective Hydrosilylation of Terminal Alkynes Catalyzed by a Diphosphinidenecyclobutene-Coordinated Ruthenium Complex:  Application to the Synthesis of (<i>Z</i>,<i>Z</i>)-Bis(2-bromoethenyl)arenes
  作者：Masato Nagao、Kimihiro Asano、Kazutoshi Umeda、Hiroyuki Katayama、Fumiyuki Ozawa

  DOI：10.1021/jo051908g

  日期：2005.12.1

  Complex 1 bearing a diphosphinidenecyclobutene ligand (DPCB-OMe) catalyzes highly stereoselective hydrosilylation of diethynylarenes with HSiMe2Ph to afford (Z,Z)-bis(2-silylethenyl)arenes. Treatment of the hydrosilylation products with N-bromosuccinimide causes bromodesilylation in a stereospecific manner, giving (Z,Z)-bis(2-bromoethenyl)arenes in high geometrical purity (> 98%).