| 433718-17-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• CAS: 433718-17-3
• 化学式: C₈₃H₂₀O₆
• 分子量: 1113.07
• InChiKey: SHPHEEWAQYKDEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.94
• 重原子数：
  89.0
• 可旋转键数：
  0.0
• 环数：
  38.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  溴代丙二酸二乙酯 、 在 9,10-二甲基蒽 、 四溴化碳 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 反应 27.0h， 以23%的产率得到
  参考文献：
  名称：

  Th-Symmetrical Hexakisadducts of C60 with a Densely Packed π-Donor Shell Can Act as Energy- or Electron-Transducing Systems

  摘要：

  For the first time several T-h-symmetrical hexakisadducts of C-60 bearing up to six electro and photoactive o-phenylene diamine or 9,10-dialkoxyanthracene moieties were synthesized and subjected to photoinduced electron/energy-transfer studies. Both donors form a densely packed pi-donor shell surrounding the fullerene core. In these novel core -shell ensembles (7 and 19), either an efficient energy transfer from the dialkoxyanthracene periphery, or an electron transfer from the o-phenylene diamine periphery transduces the flow of excited-state energy or electrons, respectively, to the fullerene moiety, which resides in the central core. Due to the relatively high reduction potential of the fullerene core, which is anodically shifted by approximate to 0.7 V, compared with that of pristine C-60, the outcome of these intra- molecular reactions depends mainly on the donor ability of the peripheral system. Interestingly, the charge-separated state in the o-phenylene diamine heptad (7; tau = 2380 ns in benzonitrile) is stabilized by a factor of 20 relative to the corresponding o-phenylene diamine dy-ad (6; tau = 120 ns in benzonitrile), an effect that points unequivocally to the optimized storage of charges in this highly functionalized fullerene ensemble.

  DOI：

  10.1002/1521-3765(20020215)8:4<979::aid-chem979>3.0.co;2-6
• 作为产物：
  描述：

  9,10-bis(3-hydroxypropoxy)anthracene 在 四溴化碳 、 diazabicycloundecane 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  Th-Symmetrical Hexakisadducts of C60 with a Densely Packed π-Donor Shell Can Act as Energy- or Electron-Transducing Systems

  摘要：

  For the first time several T-h-symmetrical hexakisadducts of C-60 bearing up to six electro and photoactive o-phenylene diamine or 9,10-dialkoxyanthracene moieties were synthesized and subjected to photoinduced electron/energy-transfer studies. Both donors form a densely packed pi-donor shell surrounding the fullerene core. In these novel core -shell ensembles (7 and 19), either an efficient energy transfer from the dialkoxyanthracene periphery, or an electron transfer from the o-phenylene diamine periphery transduces the flow of excited-state energy or electrons, respectively, to the fullerene moiety, which resides in the central core. Due to the relatively high reduction potential of the fullerene core, which is anodically shifted by approximate to 0.7 V, compared with that of pristine C-60, the outcome of these intra- molecular reactions depends mainly on the donor ability of the peripheral system. Interestingly, the charge-separated state in the o-phenylene diamine heptad (7; tau = 2380 ns in benzonitrile) is stabilized by a factor of 20 relative to the corresponding o-phenylene diamine dy-ad (6; tau = 120 ns in benzonitrile), an effect that points unequivocally to the optimized storage of charges in this highly functionalized fullerene ensemble.

  DOI：

  10.1002/1521-3765(20020215)8:4<979::aid-chem979>3.0.co;2-6