6,17,8,15-diepoxy-6,8,15,17-tetraphenylheptacene-7,16-quinone | 627528-34-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: 6,17,8,15-diepoxy-6,8,15,17-tetraphenylheptacene-7,16-quinone
• 英文别名: 6,8,15,17-tetraphenyl-6,17:8,15-dioxido-6,6a,7,7a,8,15,15a,16,16a,17-decahydro-7,16-heptacene quinone；(1S,2R,4R,5R,16S,17S,19S,20R)-1,5,16,20-tetraphenyl-31,32-dioxanonacyclo[18.10.1.15,16.02,19.04,17.06,15.08,13.021,30.023,28]dotriaconta-6,8,10,12,14,21,23,25,27,29-decaene-3,18-dione
• CAS: 627528-34-1
• 化学式: C₅₄H₃₆O₄
• 分子量: 748.877
• InChiKey: FKDMOQIHRVVEAR-FNTNZSDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  58
• 可旋转键数：
  4
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,17,8,15-diepoxy-6,8,15,17-tetraphenylheptacene-7,16-quinone 在 氢碘酸 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 72.0h， 生成 5,7,9,14,16,18-hexahydro-6,8,15,17-tetraphenylheptacene
  参考文献：
  名称：

  Fullerene−Acene Chemistry:  Diastereoselective Synthesis of a cis,cis-Tris[60]fullerene Adduct of 6,8,15,17-Tetraphenylheptacene

  摘要：

  A one-pot, diastereoselective synthesis of a cis,cis-tris[60]fullerene adduct of 6,8,15,17-tetraphenylheptacene has been demonstrated starting from [60]fullerene and 5,7,9,14,16,18-hexahydro-6,8,15,17-tetraphenylheptacene.

  DOI：

  10.1021/ol0356791
• 作为产物：
  描述：

  1,3-diphenylnaphtho[2,3-c]furan 、 对苯醌 以 苯 为溶剂， 反应 0.08h， 以84%的产率得到6,17,8,15-diepoxy-6,8,15,17-tetraphenylheptacene-7,16-quinone
  参考文献：
  名称：

  Fullerene−Acene Chemistry:  Diastereoselective Synthesis of a cis,cis-Tris[60]fullerene Adduct of 6,8,15,17-Tetraphenylheptacene

  摘要：

  A one-pot, diastereoselective synthesis of a cis,cis-tris[60]fullerene adduct of 6,8,15,17-tetraphenylheptacene has been demonstrated starting from [60]fullerene and 5,7,9,14,16,18-hexahydro-6,8,15,17-tetraphenylheptacene.

  DOI：

  10.1021/ol0356791

文献信息

• Probing the spatial requirements for [60]fullerene–[60]fullerene π-stacking and the syn addition of [60]fullerenes across acenes
  作者：Glen P. Miller、Jonathan Briggs

  DOI：10.1016/j.tetlet.2003.11.010

  日期：2004.1

  The reaction between 2 equiv of [60]fullerene and 6,8,15,17-tetraphenylheptacene-7,16-quinone leads to both cis and trans-bis[60]fullerene adducts. This result contrasts sharply with the highly diastereoselective syn additions of [60]fullerenes across 6,13-diphenylpentacene and 6,8,15,17-tetraphenylheptacene. The importance of spatially dependent [60]fullerene-[60]fullerene pi-stacking interactions in promoting a syn addition of [60]fullerenes is discussed. (C) 2003 Elsevier Ltd. All rights reserved.