1-(4'-bromo-3'-methylphenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorodec-1-ene | 340157-85-9

• 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: 1-(4'-bromo-3'-methylphenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorodec-1-ene
• 英文别名: 1-bromo-3-[(E)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-enyl]benzene
• CAS: 340157-85-9
• 化学式: C₁₄H₆BrF₁₃
• 分子量: 501.085
• InChiKey: JHMZEBSBNAZJJN-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  1-(4'-bromo-3'-methylphenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorodec-1-ene 在 Rh on carbon 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 1-bromo-3-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-benzene
  参考文献：
  名称：

  A general method to fluorous ponytail-substituted aromatics

  摘要：

  Palladium-catalyzed olefination of aryl halides led to a variety of fluorous ponytail-substituted, functionalized aryl compounds with good to excellent yields. The same chemistry was also applied to the synthesis of binaphathols bearing fluorinated ponytails. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00714-6
• 作为产物：
  描述：

  1-溴-3-碘苯 、 1H,1H,2H-全氟-1-辛烯 在 palladium diacetate 四丁基溴化铵 、 sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以82%的产率得到1-(4'-bromo-3'-methylphenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorodec-1-ene
  参考文献：
  名称：

  A general method to fluorous ponytail-substituted aromatics

  摘要：

  Palladium-catalyzed olefination of aryl halides led to a variety of fluorous ponytail-substituted, functionalized aryl compounds with good to excellent yields. The same chemistry was also applied to the synthesis of binaphathols bearing fluorinated ponytails. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00714-6

文献信息

• Efficient Access to Perfluoroalkylated Aryl Compounds by Heck Reaction
  作者：Sylvain Darses、Mathieu Pucheault、Jean-Pierre Genêt

  DOI：10.1002/1099-0690(200103)2001:6<1121::aid-ejoc1121>3.0.co;2-3

  日期：2001.3

  been achieved by Heck reaction between perfluoroalkenes and arenediazonium salts, catalysed by palladium acetate. Subsequent transition metal catalysed hydrogenation of the double bond afforded a large variety of aromatic compounds bearing an affinity for fluorous solvents. Formation of perfluoroalkylated phosphane ligands and their use in palladium-catalysed coupling between potassium trifluoro(vinyl)borates

  通过全氟烯烃和芳烃重氮盐之间的 Heck 反应，在乙酸钯的催化下，将全氟化尾有效地引入到芳环上。随后的过渡金属催化的双键氢化提供了多种对氟溶剂具有亲和力的芳香族化合物。还描述了全氟烷基化磷烷配体的形成及其在三氟（乙烯基）硼酸钾和重氮盐之间的钯催化偶联中的应用，使催化系统易于分离和回收。
• A general method to fluorous ponytail-substituted aromatics
  作者：Weiping Chen、Lijin Xu、Jianliang Xiao

  DOI：10.1016/s0040-4039(01)00714-6

  日期：2001.6

  Palladium-catalyzed olefination of aryl halides led to a variety of fluorous ponytail-substituted, functionalized aryl compounds with good to excellent yields. The same chemistry was also applied to the synthesis of binaphathols bearing fluorinated ponytails. (C) 2001 Elsevier Science Ltd. All rights reserved.