1-hydroxy-9-benzoyloxy-1,9-dihydro(C60-Ih)[5,6]fullerene | 1381936-15-7

• 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: 1-hydroxy-9-benzoyloxy-1,9-dihydro(C60-Ih)[5,6]fullerene
• CAS: 1381936-15-7
• 化学式: C₆₇H₆O₃
• 分子量: 858.783
• InChiKey: XWQMVLKXKUECFN-SIKJLATJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.06
• 重原子数：
  70.0
• 可旋转键数：
  2.0
• 环数：
  33.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  足球烯 、 苯甲酸 在 iron(III) chloride 、 水 作用下， 以 1,1,2,2-四氯乙烷 为溶剂， 反应 8.0h， 以14%的产率得到1-hydroxy-9-benzoyloxy-1,9-dihydro(C60-Ih)[5,6]fullerene
  参考文献：
  名称：

  FeCl₃-Mediated Synthesis of Fullerenyl Esters as Low-LUMO Acceptors for Organic Photovoltaic Devices

  摘要：

  C-60 reacted with aromatic and aliphatic carboxylic acids in the presence of inexpensive FeCl3 at room temperature to produce hydroxyfullerenyl esters C-60(OCOR)(OH) in up to 68% isolated yield. The hydroxyl group was utilized in functional group transformations to obtain a diester derivative C-60(OCOAr)(OCOPh) (Ar = 2,6-xylyl) and a siloxyl derivative C-60(OCOAr)(OSiMe3). The diester and siloxyl derivatives were found to possess low-lying LUMO levels were utilized in organic photovoltaic devices showing 1.3% power conversion efficiency.

  DOI：

  10.1021/ol301186u

文献信息

• Ferric Perchlorate-Mediated Synthesis of 1,2-Fullerenols C₆₀(OCOR)(OH)
  作者：Fa-Bao Li、Xun You、Guan-Wu Wang

  DOI：10.1021/jo301202g

  日期：2012.8.3

  1,2-Fullerenols C-60(OCOR)(OH) have been facilely synthesized via the one-step reaction of [60]fullerene with acid chlorides promoted by ferric perchlorate. A possible reaction mechanism for the product formation is proposed.