9,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3,6-bis-(1-triisopropylsilanyloxy-vinyl)-phenanthrene | 215385-47-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 9,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3,6-bis-(1-triisopropylsilanyloxy-vinyl)-phenanthrene
• 英文别名: 1-[9,10-bis[[tert-butyl(dimethyl)silyl]oxy]-6-[1-tri(propan-2-yl)silyloxyethenyl]phenanthren-3-yl]ethenoxy-tri(propan-2-yl)silane
• CAS: 215385-47-0
• 化学式: C₄₈H₈₂O₄Si₄
• 分子量: 835.519
• InChiKey: VWXGWLPZXZNMNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.09
• 重原子数：
  56
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3,6-bis-(1-triisopropylsilanyloxy-vinyl)-phenanthrene 在 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 88.5h， 生成 6,9,10,13-tetrakis(dodecyloxy)[7]helicenebisquinone
  参考文献：
  名称：

  Efficient Synthesis of Functionalized [7]Helicenes

  摘要：

  [7]Helicenebisquinones can be made easily and in quantity by reacting the silyl enol ethers of a 9,10-dialkoxy-, or better a 9,10-disiloxy-, 3,6-diacetylphenanthrene, with p-benzoquinone. If an ethyl, enol ether is used in place of the silyl enol ether, the transformation proceeds in much lower yield. The [7]helicenes are efficiently resolved into their enantiomers, and absolute configurations are assigned.

  DOI：

  10.1021/jo981380y
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 四(三苯基膦)钯 、 四甲基乙二胺 、 溶剂黄146 、 三乙胺 、 锌 作用下， 以 二氯甲烷 为溶剂， 反应 25.5h， 生成 9,10-Bis-(tert-butyl-dimethyl-silanyloxy)-3,6-bis-(1-triisopropylsilanyloxy-vinyl)-phenanthrene
  参考文献：
  名称：

  Efficient Synthesis of Functionalized [7]Helicenes

  摘要：

  [7]Helicenebisquinones can be made easily and in quantity by reacting the silyl enol ethers of a 9,10-dialkoxy-, or better a 9,10-disiloxy-, 3,6-diacetylphenanthrene, with p-benzoquinone. If an ethyl, enol ether is used in place of the silyl enol ether, the transformation proceeds in much lower yield. The [7]helicenes are efficiently resolved into their enantiomers, and absolute configurations are assigned.

  DOI：

  10.1021/jo981380y

文献信息

• Efficient Synthesis of Functionalized [7]Helicenes
  作者：Joseph M. Fox、Naomi R. Goldberg、Thomas J. Katz

  DOI：10.1021/jo981380y

  日期：1998.10.1

  [7]Helicenebisquinones can be made easily and in quantity by reacting the silyl enol ethers of a 9,10-dialkoxy-, or better a 9,10-disiloxy-, 3,6-diacetylphenanthrene, with p-benzoquinone. If an ethyl, enol ether is used in place of the silyl enol ether, the transformation proceeds in much lower yield. The [7]helicenes are efficiently resolved into their enantiomers, and absolute configurations are assigned.