(1E,3E)-1,4-di(2-chlorophenyl)-2,3-difluoro-butadiene

• 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: (1E,3E)-1,4-di(2-chlorophenyl)-2,3-difluoro-butadiene
• 英文别名: 1-chloro-2-[(1E,3E)-4-(2-chlorophenyl)-2,3-difluorobuta-1,3-dienyl]benzene
• 化学式: C₁₆H₁₀Cl₂F₂
• 分子量: 311.158
• InChiKey: ADLOXMXPJWUTPX-KAVGSWPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  20
• 可旋转键数：
  3
• 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：
  2

反应信息

• 作为产物：
  描述：

  1-bromo-1-fluoro-2-(2-chlorophenyl)ethene 在 Cl₂Pd(PPh₃)4 、 四(三苯基膦)钯 甲酸 、 三正丁胺 、 copper(l) iodide 、 六正丁基二锡 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 44.0h， 以0.11 g的产率得到(1E,3E)-1,4-di(2-chlorophenyl)-2,3-difluoro-butadiene
  参考文献：
  名称：

  Stereospecific preparation of symmetrical (1Z, 3Z)- and (1E, 3E)-2,3-difluoro-1,4-disubstituted-buta-1,3-dienes from 1-bromo-1-fluoroalkenes

  摘要：

  A straightforward method to prepare symmetrical (1Z, 3Z)- and (1E, 3E)-2,3-difluoro-1,4-disubstituted-buta-1,3-dienes is described. High E/Z ratio 1-bromo-l-fluoroalkenes, prepared by isomerization from the E/Z approximate to 1:1 isomeric mixtures, reacted with Bu3SnSnBu3 and Pd(PPh3)(4) to afford (1Z, 3Z)-2,3-difluoro-1,4-disubstituted-buta-1,3-dienes in good yield. (Z)-1-Bromo-1-fluoroalkenes, which were prepared by kinetic reduction from 1-bromo-1-fluoroalkenes (E/Z approximate to 1:1), can undergo similar reaction with Bu3SnSnBu3 and Pd(PPh3)(4)/Cul to prepare (lE, 3E)-2,3difluoro-1,4-disubstituted-buta-1,3-dienes. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2006.10.002

文献信息

• Stereospecific preparation of symmetrical (1Z, 3Z)- and (1E, 3E)-2,3-difluoro-1,4-disubstituted-buta-1,3-dienes from 1-bromo-1-fluoroalkenes
  作者：Jianjun Xu、Donald J. Burton

  DOI：10.1016/j.jfluchem.2006.10.002

  日期：2007.1

  A straightforward method to prepare symmetrical (1Z, 3Z)- and (1E, 3E)-2,3-difluoro-1,4-disubstituted-buta-1,3-dienes is described. High E/Z ratio 1-bromo-l-fluoroalkenes, prepared by isomerization from the E/Z approximate to 1:1 isomeric mixtures, reacted with Bu3SnSnBu3 and Pd(PPh3)(4) to afford (1Z, 3Z)-2,3-difluoro-1,4-disubstituted-buta-1,3-dienes in good yield. (Z)-1-Bromo-1-fluoroalkenes, which were prepared by kinetic reduction from 1-bromo-1-fluoroalkenes (E/Z approximate to 1:1), can undergo similar reaction with Bu3SnSnBu3 and Pd(PPh3)(4)/Cul to prepare (lE, 3E)-2,3difluoro-1,4-disubstituted-buta-1,3-dienes. (c) 2006 Elsevier B.V. All rights reserved.