6,13-bis(triisopropylsiloxy)-9,10-bis(tert-butyldimethylsiloxy)[7]helicenebisquinone | 215385-48-1

• 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: 6,13-bis(triisopropylsiloxy)-9,10-bis(tert-butyldimethylsiloxy)[7]helicenebisquinone
• 英文别名: 16,17-Bis[[tert-butyl(dimethyl)silyl]oxy]-11,22-bis[tri(propan-2-yl)silyloxy]heptacyclo[16.12.0.02,15.03,12.04,9.021,30.024,29]triaconta-1(18),2(15),3,6,9,11,13,16,19,21,23,26,29-tridecaene-5,8,25,28-tetrone
• CAS: 215385-48-1
• 化学式: C₆₀H₈₂O₈Si₄
• 分子量: 1043.65
• InChiKey: MMWYYYMLOBIAMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.05
• 重原子数：
  72
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-碘十二烷 、 6,13-bis(triisopropylsiloxy)-9,10-bis(tert-butyldimethylsiloxy)[7]helicenebisquinone 在 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 以78%的产率得到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：

  3,6-二溴菲醌 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 、 甲苯 为溶剂， 反应 111.5h， 生成 6,13-bis(triisopropylsiloxy)-9,10-bis(tert-butyldimethylsiloxy)[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

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.