(1R,8R)-3,4,5,6-tetrafluoro-9,11-bis(methoxymethoxymethyl)tricyclo[6.2.2.02,7]dodeca-2(7),3,5,9,11-pentaene | 1067879-50-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1R,8R)-3,4,5,6-tetrafluoro-9,11-bis(methoxymethoxymethyl)tricyclo[6.2.2.02,7]dodeca-2(7),3,5,9,11-pentaene
• CAS: 1067879-50-8
• 化学式: C₁₈H₁₈F₄O₄
• 分子量: 374.332
• InChiKey: RUCRMYXXAFCDAI-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (1R,8R)-3,4,5,6-tetrafluoro-9,11-bis(methoxymethoxymethyl)tricyclo[6.2.2.02,7]dodeca-2(7),3,5,9,11-pentaene 在 盐酸 、 甲醇 作用下， 反应 4.0h， 以90%的产率得到[(1R,8R)-3,4,5,6-tetrafluoro-11-(hydroxymethyl)-9-tricyclo[6.2.2.02,7]dodeca-2(7),3,5,9,11-pentaenyl]methanol
  参考文献：
  名称：

  C2-Symmetric tetrafluorobenzobarrelenes as highly efficient ligands for the iridium-catalyzed asymmetric annulation of 1,3-dienes with 2-formylphenylboron reagents

  摘要：

  New C-2-symmetric chiral diene ligands bearing a tetraflurobenzobarrelene framework were prepared via a [4+2] cycloaddition of 1,4-bis((methoxymethoxy)methyl)benzene with tetrafluorobenzyne. The diene ligands realized the iridium-catalyzed enantioselective [3+2] annulation of 1,3-dienes with 2-formylphenylboron reagents giving 1-indanol derivatives in high yields and with high enantioselectivities. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.07.014
• 作为产物：
  描述：

  1,4-双((甲氧基甲氧基)甲基)苯 、 五氟苯 在 正丁基锂 作用下， 以 正己烷 为溶剂， 生成 (1R,8R)-3,4,5,6-tetrafluoro-9,11-bis(methoxymethoxymethyl)tricyclo[6.2.2.02,7]dodeca-2(7),3,5,9,11-pentaene 、
  参考文献：
  名称：

  C2-Symmetric tetrafluorobenzobarrelenes as highly efficient ligands for the iridium-catalyzed asymmetric annulation of 1,3-dienes with 2-formylphenylboron reagents

  摘要：

  New C-2-symmetric chiral diene ligands bearing a tetraflurobenzobarrelene framework were prepared via a [4+2] cycloaddition of 1,4-bis((methoxymethoxy)methyl)benzene with tetrafluorobenzyne. The diene ligands realized the iridium-catalyzed enantioselective [3+2] annulation of 1,3-dienes with 2-formylphenylboron reagents giving 1-indanol derivatives in high yields and with high enantioselectivities. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.07.014

文献信息

• Asymmetric Polymerization of Achiral Arylacetylenes Giving Helical Polyacetylenes in the Presence of a Rhodium Catalyst with a <i>C</i>₂-Symmetric Tetrafluorobenzobarrelene Ligand
  作者：Takahiro Nishimura、Yoshitaka Ichikawa、Tamio Hayashi、Naoya Onishi、Masashi Shiotsuki、Toshio Masuda

  DOI：10.1021/om9003797

  日期：2009.8.24

  Rhodium-catalyzed asymmetric polymerization of achiral arylacetylenes giving polyacetylenes took place in good yields with helix sense selectivity, which was realized by use of a C2-symmetric tetrafluorobenzobarrelene as a chiral diene ligand. The helical chirality of the polymer is kinetically controlled by the chirality of the diene ligand.

  铑催化的非手性芳基乙炔的不对称聚合生成聚乙炔，具有良好的产率和螺旋方向的选择性，这是通过使用C 2对称的四氟苯并戊烯作为手性二烯配体实现的。聚合物的螺旋手性由二烯配体的手性动力学控制。