(E)-1-(2,6-dichlorophenyl)-3-phenyl-2-pentene

• 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-(2,6-dichlorophenyl)-3-phenyl-2-pentene
• 英文别名: 1,3-dichloro-2-[(E)-3-phenylpent-2-enyl]benzene
• 化学式: C₁₇H₁₆Cl₂
• 分子量: 291.22
• InChiKey: AKGCCRUGWDMSFK-ACCUITESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  (2,6-dichlorobenzyl)zinc(II) bromide 、 (E)-1-phenyl-1-buten-1-yliodonium trifluoromethanesulfonate 以 四氢呋喃 为溶剂， 反应 14.0h， 以83%的产率得到(E)-1-(2,6-dichlorophenyl)-3-phenyl-2-pentene
  参考文献：
  名称：

  Addition of Benzylzinc Halides to Alkenyl(phenyl)iodonium Triflates:  Stereoselective Synthesis of Trisubstituted Alkenes

  摘要：

  [GRAPHICS]Benzylic organozinc reagents generated by insertion of zinc metal into benzyl-bromine bonds react with alkenyl(phenyl)iodonium triflates to provide single stereoisomers of trisubstituted olefins. The extremely high reactivity of the phenyliodonio moiety allows these reactions to be performed in the absence of copper salts or palladium catalysts. The reaction is performed from -40 degrees C to room temperature in THF. Excellent yields of the desired cross-coupled products have been obtained despite the occurrence of a competing electron-transfer-induced fragmentation.

  DOI：

  10.1021/ol005682+

文献信息

• Addition of Benzylzinc Halides to Alkenyl(phenyl)iodonium Triflates:  Stereoselective Synthesis of Trisubstituted Alkenes
  作者：Robert J. Hinkle、Alessandra C. Leri、Geoffrey A. David、Whitney M. Erwin

  DOI：10.1021/ol005682+

  日期：2000.6.1

  [GRAPHICS]Benzylic organozinc reagents generated by insertion of zinc metal into benzyl-bromine bonds react with alkenyl(phenyl)iodonium triflates to provide single stereoisomers of trisubstituted olefins. The extremely high reactivity of the phenyliodonio moiety allows these reactions to be performed in the absence of copper salts or palladium catalysts. The reaction is performed from -40 degrees C to room temperature in THF. Excellent yields of the desired cross-coupled products have been obtained despite the occurrence of a competing electron-transfer-induced fragmentation.