| 173173-94-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• CAS: 173173-94-9
• 化学式: C₆₀O₂
• 分子量: 752.659
• InChiKey: VJBTWCFKHHZWLI-JDXZRIGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  62.0
• 可旋转键数：
  0.0
• 环数：
  34.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  25.06
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  、 bis(triphenylphosphine)carbonyliridium(I) chloride 以 苯 为溶剂， 以50%的产率得到
  参考文献：
  名称：

  Oxidation of Buckminsterfullerene with m-Chloroperoxybenzoic Acid. Characterization of a Cs Isomer of the Diepoxide C60O2

  摘要：

  In order to assess the oxidative stability of C-60 and to prepare precursors of fullerene polymerization, the products that are obtained by the oxidation of C-60 With m-chloroperoxybenzoic acid have been compared with those produced by photooxygenation or by ozonolysis. A wider and more readily handled set of products are obtained by the m-chloroperoxybenzoic acid oxidation. Ad three processes produce the previously characterized epoxide. The m-chloroperoxybenzoic acid oxidation produces sufficient quantities of the higher oxide C60O2 so that it has been structurally characterized. The C-13 NMR spectrum of C60O2 indicates that the sample is isomerically pure and that it is one of three possible isomers with C-8 symmetry. C60O2 reacts with Ir(CO)CI(PPh(3))(2) to form black crystals of (eta(2)-C60O2)Ir(Co)Cl(PPh(3))(2) . 5C(6)H(6). A structure determination by X-ray diffraction shows that the structure consists of the fullerene bound to the iridium complex in the expected eta(2) fashion, but that the oxygen atoms are disordered over seven sites of varying occupancy. Additionally there is exchange disorder that involves the carbon monoxide and chloride ligands. Despite these problems, the structure can be analyzed to give information on the structure of this isomer of C60O2. This dioxide is a fullerene diepoxide with both oxygen atoms positioned over 6:6 ring junctions on a common six-membered face of the carbon cage. Contrary to some earlier experimental and theoretical work, the fullerene core has resisted rupture in the oxidative process that forms this dioxide.

  DOI：

  10.1021/ja00140a005
• 作为产物：
  描述：

  足球烯 、 间氯过氧苯甲酸 以 甲苯 为溶剂， 以30%的产率得到1,2-epox-[60]fullerene
  参考文献：
  名称：

  Oxidation of Buckminsterfullerene with m-Chloroperoxybenzoic Acid. Characterization of a Cs Isomer of the Diepoxide C60O2

  摘要：

  In order to assess the oxidative stability of C-60 and to prepare precursors of fullerene polymerization, the products that are obtained by the oxidation of C-60 With m-chloroperoxybenzoic acid have been compared with those produced by photooxygenation or by ozonolysis. A wider and more readily handled set of products are obtained by the m-chloroperoxybenzoic acid oxidation. Ad three processes produce the previously characterized epoxide. The m-chloroperoxybenzoic acid oxidation produces sufficient quantities of the higher oxide C60O2 so that it has been structurally characterized. The C-13 NMR spectrum of C60O2 indicates that the sample is isomerically pure and that it is one of three possible isomers with C-8 symmetry. C60O2 reacts with Ir(CO)CI(PPh(3))(2) to form black crystals of (eta(2)-C60O2)Ir(Co)Cl(PPh(3))(2) . 5C(6)H(6). A structure determination by X-ray diffraction shows that the structure consists of the fullerene bound to the iridium complex in the expected eta(2) fashion, but that the oxygen atoms are disordered over seven sites of varying occupancy. Additionally there is exchange disorder that involves the carbon monoxide and chloride ligands. Despite these problems, the structure can be analyzed to give information on the structure of this isomer of C60O2. This dioxide is a fullerene diepoxide with both oxygen atoms positioned over 6:6 ring junctions on a common six-membered face of the carbon cage. Contrary to some earlier experimental and theoretical work, the fullerene core has resisted rupture in the oxidative process that forms this dioxide.

  DOI：

  10.1021/ja00140a005