5-phenyl-2-[(E)-2-phenethenyl]-1,3-bis(triethylsilyl)benzene | 1346460-11-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 5-phenyl-2-[(E)-2-phenethenyl]-1,3-bis(triethylsilyl)benzene
• 英文别名: triethyl-[5-phenyl-2-[(E)-2-phenylethenyl]-3-triethylsilylphenyl]silane
• CAS: 1346460-11-4
• 化学式: C₃₂H₄₄Si₂
• 分子量: 484.872
• InChiKey: JQZWABAHYZJHIZ-WCWDXBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.96
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  (E)-4-phenyl-1-(triethylsilyl)but-3-en-1-yne 在 二异丁基氢化铝 作用下， 反应 24.0h， 以11%的产率得到5-phenyl-2-[(E)-2-phenethenyl]-1,3-bis(triethylsilyl)benzene
  参考文献：
  名称：

  Dialkylaluminum Hydride-Promoted Cyclodimerization of Silylated 1,3-Enynes via Skeletal Rearrangement

  摘要：

  The dialkylaluminum hydride-promoted reaction of 1-silylalk-3-en-1-ynes gave symmetrical 1,2,3,5-tetrasubstituted benzenes as single regiolsomers. The novel cyclodimerization via skeletal rearrangement can be rationalized by an unprecedented mechanism Involving sequential hydroalumination, alkene isomerization, carboalumination, carbon-carbon bond cleavage, and retro-hydroalumination.

  DOI：

  10.1021/ol202601s

文献信息

• Dialkylaluminum Hydride-Promoted Cyclodimerization of Silylated 1,3-Enynes via Skeletal Rearrangement
  作者：Hidenori Kinoshita、Tomoyuki Ishikawa、Katsukiyo Miura

  DOI：10.1021/ol202601s

  日期：2011.12.2

  The dialkylaluminum hydride-promoted reaction of 1-silylalk-3-en-1-ynes gave symmetrical 1,2,3,5-tetrasubstituted benzenes as single regiolsomers. The novel cyclodimerization via skeletal rearrangement can be rationalized by an unprecedented mechanism Involving sequential hydroalumination, alkene isomerization, carboalumination, carbon-carbon bond cleavage, and retro-hydroalumination.