(E)-1,2,3,4,5-pentafluoro-6-(4-fluorostyryl)benzene | 109384-56-7

• 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: (E)-1,2,3,4,5-pentafluoro-6-(4-fluorostyryl)benzene
• 英文别名: 1-(4-fluorostyryl)-2,3,4,5,6-pentafluorobenzene；1,2,3,4,5-pentafluoro-6-[(E)-2-(4-fluorophenyl)ethenyl]benzene
• CAS: 109384-56-7
• 化学式: C₁₄H₆F₆
• 分子量: 288.192
• InChiKey: HOULTEJBLXLONQ-ZZXKWVIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• 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：
  6

反应信息

• 作为产物：
  描述：

  Pentafluorophenylmethylene-triphenyl-λ⁵-arsane 、 对氟苯甲醛 以89%的产率得到
  参考文献：
  名称：

  SHEN YANCHANG; QIU WEIMING, SYNTHESIS,(1987) N 1, 65-66

  摘要：

  DOI：

文献信息

• Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature
  作者：Asik Hossian、Samir Kumar Bhunia、Ranjan Jana

  DOI：10.1021/acs.joc.6b00100

  日期：2016.3.18

  We report herein a Pd(II)-catalyzed Heck-type coupling between arene carboxylic acids and alkenes at room temperature. Mechanistically, the reaction proceeds in two distinct pathways where electron-rich substrates undergo a palladium(II)-catalyzed decarboxylation and electron-deficient substrates proceed through silver(I)-assisted decarboxylation. Dimethyl sulfoxide (DMSO) or sulfide ligands have positive

  我们在这里报道了在室温下芳烃羧酸和烯烃之间的Pd（II）催化的Heck型偶联。从机理上讲，反应以两种不同的途径进行，富电子的底物经历钯（II）催化的脱羧反应，缺电子的底物通过银（I）辅助的脱羧反应进行。二甲基亚砜（DMSO）或硫化物配体在反应结果中分别具有正作用和负作用。结合本方案用于在温和的反应条件下进行肽修饰。
• A Facile Synthesis of Pentafluorophenyl Olefins<i>via</i>an Arsonium Ylide
  作者：Yanchang Shen、Weiming Qiu

  DOI：10.1055/s-1987-27848

  日期：——

  The in situ reaction of (pentafluorophenylmethylene)triphenylarsorane, generated from methylenetriphenylarsorane and hexafluorobenzene, with aromatic aldehydes gives good to excellent yields of pentafluorophenyl olefins with high stereoselectivity.

  由亚甲基三苯基胂烷和六氟苯生成的(五氟苯基亚甲基)三苯基胂烷与芳香醛的原位反应可产生具有高立体选择性的五氟苯基烯烃。
• Thioether-Promoted Direct Olefination of Polyfluoroarenes Catalyzed by Palladium
  作者：Cai-Zhi Wu、Chun-Yang He、Yangen Huang、Xingang Zhang

  DOI：10.1021/ol402492s

  日期：2013.10.18

  A methyl(phenyl)sulfane-promoted direct olefination of polyfluoroarenes catalyzed by palladium has been reported. With use of this new thioether ligand, a high reaction efficiency and excellent E/Z ratio of desired olefinated polyfluoroarenes were obtained. This represents a first example of thioether promoted oxidative Heck reaction.
• Pd-catalyzed aerobic direct olefination of polyfluoroarenes
  作者：Chun-Yang He、Feng-Ling Qing、Xingang Zhang

  DOI：10.1016/j.tetlet.2014.03.096

  日期：2014.4

  The first example of Pd-catalyzed aerobic direct olefination of polyfluoroarenes has been developed. The reaction makes use of molecular O-2 as terminal oxidant, and provides a cost-efficient and environmentally benign access to polyfluoroarene-alkene structures that are of interest in life and material sciences. (C) 2014 Elsevier Ltd. All rights reserved.