1-Chloro-3-[3-(3-chlorophenyl)but-1-enyl]benzene | 76690-75-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-Chloro-3-[3-(3-chlorophenyl)but-1-enyl]benzene
• CAS: 76690-75-0
• 化学式: C₁₆H₁₄Cl₂
• 分子量: 277.193
• InChiKey: PHMRAFSDGRGYAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-Chloro-3-[3-(3-chlorophenyl)but-1-enyl]benzene 、 二苯基乙炔 在 氧气 、 copper diacetate 、 palladium diacetate 、 三氟乙酸 作用下， 以 邻二甲苯 为溶剂， 80.0 ℃ 、101.33 kPa 条件下， 反应 30.0h， 以76%的产率得到6-chloro-3-(3-chlorobenzyl)-4-methyl-1,2-diphenylnaphthalene
  参考文献：
  名称：

  Pd-Catalyzed π-Chelation Assisted ortho-C–H Activation and Annulation of Allylarenes with Internal Alkynes

  摘要：

  The synthesis of highly substituted naphthalenes from allylarenes and alkynes is described. This reaction proceeds via pi-coordination of an allylic carbon-carbon double bond to the Pd(II) center and is followed by ortho selective C-H bond activation.

  DOI：

  10.1021/ol400792y
• 作为产物：
  描述：

  3-氯苯乙烯 在 双(三苯基膦)氯化钴 、 三苯基膦 、 锌 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 20.0h， 生成 1-Chloro-3-[3-(3-chlorophenyl)but-1-enyl]benzene
  参考文献：
  名称：

  Pd-Catalyzed π-Chelation Assisted ortho-C–H Activation and Annulation of Allylarenes with Internal Alkynes

  摘要：

  The synthesis of highly substituted naphthalenes from allylarenes and alkynes is described. This reaction proceeds via pi-coordination of an allylic carbon-carbon double bond to the Pd(II) center and is followed by ortho selective C-H bond activation.

  DOI：

  10.1021/ol400792y

文献信息

• Chemoselective hydroamination of vinyl arenes catalyzed by an NHC-amidate-alkoxide Pd(II) complex and p-TsOH
  作者：Richard Giles、Justin O’Neill、Joo Ho Lee、Michael K. Chiu、Kyung Woon Jung

  DOI：10.1016/j.tetlet.2013.05.101

  日期：2013.7

  The hydroamination of various substituted vinyl arenes with benzenesulfonamide was explored using an NHC-amidate-alkoxide palladium catalyst in conjunction with p-TsOH. Utilizing halide-substituted and electron-rich vinyl arenes, this methodology selectively furnished the cross-coupled hydroamination products in moderate to excellent yields in a Markovnikov fashion while greatly reducing undesired acid-catalyzed homocoupling of the vinyl arenes. Electron-rich vinyl arenes typically required milder conditions than electron-poor ones. While most effective for para-substituted substrates, the catalyst system also furnished the desired products from ortho- and meta-substituted vinyl arenes with high chemoselectivities. (C) 2013 Elsevier Ltd. All rights reserved.