1,3-dimethoxy-5-(1-(4-(trifluoromethyl)phenyl)vinyl)benzene | 1418308-69-6

• 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: 1,3-dimethoxy-5-(1-(4-(trifluoromethyl)phenyl)vinyl)benzene
• 英文别名: 1,3-Dimethoxy-5-[1-[4-(trifluoromethyl)phenyl]ethenyl]benzene；1,3-dimethoxy-5-[1-[4-(trifluoromethyl)phenyl]ethenyl]benzene
• CAS: 1418308-69-6
• 化学式: C₁₇H₁₅F₃O₂
• 分子量: 308.3
• InChiKey: GQXHZQRPQLBOOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3-dimethoxy-5-(1-(4-(trifluoromethyl)phenyl)vinyl)benzene 在 C₃₀H₃₇IrN₂O₃P⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-) 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、103.42 kPa 条件下， 反应 15.0h， 以93%的产率得到
  参考文献：
  名称：

  Distinctive Meta-Directing Group Effect for Iridium-Catalyzed 1,1-Diarylalkene Enantioselective Hydrogenation

  摘要：

  An iridium-catalyzed asymmetric hydrogenation of 1,1-diarylkenes is described. Employing a novel, modular phosphoramidite ligand, PhosPrOx, in this transformation affords biologically relevant 1,1-diarylmethine products in good enantiomeric ratios (96.5:3.5 to 71:29). We propose that a meta-directing group, 3,5-dimethoxyphenyl, is responsible for the observed enantioselection, the highest reported, to date, for iridium-catalyzed hydrogenation of 1,1-diarylalkenes lacking ortho-directing groups.

  DOI：

  10.1021/ol303465c
• 作为产物：
  描述：

  1-溴-3,5-二甲氧基苯 在 盐酸 、 magnesium 、 1,2-二溴乙烷 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 242.17h， 生成 1,3-dimethoxy-5-(1-(4-(trifluoromethyl)phenyl)vinyl)benzene
  参考文献：
  名称：

  Distinctive Meta-Directing Group Effect for Iridium-Catalyzed 1,1-Diarylalkene Enantioselective Hydrogenation

  摘要：

  An iridium-catalyzed asymmetric hydrogenation of 1,1-diarylkenes is described. Employing a novel, modular phosphoramidite ligand, PhosPrOx, in this transformation affords biologically relevant 1,1-diarylmethine products in good enantiomeric ratios (96.5:3.5 to 71:29). We propose that a meta-directing group, 3,5-dimethoxyphenyl, is responsible for the observed enantioselection, the highest reported, to date, for iridium-catalyzed hydrogenation of 1,1-diarylalkenes lacking ortho-directing groups.

  DOI：

  10.1021/ol303465c

文献信息

• Distinctive <i>Meta</i>-Directing Group Effect for Iridium-Catalyzed 1,1-Diarylalkene Enantioselective Hydrogenation
  作者：Elizabeth N. Bess、Matthew S. Sigman

  DOI：10.1021/ol303465c

  日期：2013.2.1

  An iridium-catalyzed asymmetric hydrogenation of 1,1-diarylkenes is described. Employing a novel, modular phosphoramidite ligand, PhosPrOx, in this transformation affords biologically relevant 1,1-diarylmethine products in good enantiomeric ratios (96.5:3.5 to 71:29). We propose that a meta-directing group, 3,5-dimethoxyphenyl, is responsible for the observed enantioselection, the highest reported, to date, for iridium-catalyzed hydrogenation of 1,1-diarylalkenes lacking ortho-directing groups.