(E)-1,2-bis(3,5-bis(trifluoromethyl)phenyl)ethene

• 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-bis(3,5-bis(trifluoromethyl)phenyl)ethene
• 英文别名: 1-[(1E)-2-[3,5-Bis(trifluoromethyl)phenyl]ethenyl]-3,5-bis(trifluoromethyl)benzene；1-[(E)-2-[3,5-bis(trifluoromethyl)phenyl]ethenyl]-3,5-bis(trifluoromethyl)benzene
• 化学式: C₁₈H₈F₁₂
• 分子量: 452.242
• InChiKey: UANGMDAWCOJWCG-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  3,5-双三氟甲基苯甲醛 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 以50%的产率得到(E)-1,2-bis(3,5-bis(trifluoromethyl)phenyl)ethene
  参考文献：
  名称：

  Structural Requirements for Palladium Catalyst Transfer on a Carbon–Carbon Double Bond

  摘要：

  Intramolecular transfer of (Bu3PPd)-Bu-t(0) on a carbon carbon double bond (C=C) was investigated by using Suzuki-Miyaura coupling reaction of dibromostilbenes with aryl boronic acid or boronic acid esters in the presence of various additives containing C=C as a model. Substituent groups at the ortho position of C=C of stilbenes are critical for selective intramolecular catalyst transfer and may serve to suppress formation of the bimolecular C=C-Pd-C=C complex that leads to intermolecular transfer of (Bu3PPd)-Bu-t(0).

  DOI：

  10.1021/jacs.5b03113

文献信息

• <i>Z</i> ‐Selective Alkene Formation from Reductive Aldehyde Homo‐Couplings
  作者：Juri Mai、Anna I. Arkhypchuk、Sebastian Wagner、Andreas Orthaber、Sascha Ott

  DOI：10.1002/ejoc.202200365

  日期：2022.9.13

  The presence of an electron-withdrawing group at the PIII of a phosphanyl phosphonate reagent MesFP(H)P(O)(OEt)2 (see Figure) renders the reductive aldehyde coupling of aldehydes selectively for the thermodynamically less stable Z-olefin product.

  膦酰基膦酸酯试剂 Mes F P(H)P(O)(OEt) 2的 P III上存在吸电子基团（见图）使得醛的还原性醛偶联选择性地用于热力学不太稳定的Z -烯烃产物。
• Structural Requirements for Palladium Catalyst Transfer on a Carbon–Carbon Double Bond
  作者：Masataka Nojima、Yoshihiro Ohta、Tsutomu Yokozawa

  DOI：10.1021/jacs.5b03113

  日期：2015.5.6

  Intramolecular transfer of (Bu3PPd)-Bu-t(0) on a carbon carbon double bond (C=C) was investigated by using Suzuki-Miyaura coupling reaction of dibromostilbenes with aryl boronic acid or boronic acid esters in the presence of various additives containing C=C as a model. Substituent groups at the ortho position of C=C of stilbenes are critical for selective intramolecular catalyst transfer and may serve to suppress formation of the bimolecular C=C-Pd-C=C complex that leads to intermolecular transfer of (Bu3PPd)-Bu-t(0).