1",3'-pentan-4'H,5'H-isoxazole[5',4':9,1]-pyrrolidin[3",4":2,12](C60-I_h)[5,6]fullerene | 289506-85-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1",3'-pentan-4'H,5'H-isoxazole[5',4':9,1]-pyrrolidin[3",4":2,12](C60-I_h)[5,6]fullerene
• CAS: 289506-85-0
• 化学式: C₆₈H₁₄N₂O
• 分子量: 874.872
• InChiKey: YXHADMADLZVBPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.7
• 重原子数：
  71
• 可旋转键数：
  0
• 环数：
  35.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  24.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1",3'-pentan-4'H,5'H-isoxazole[5',4':9,1]-pyrrolidin[3",4":2,12](C60-I_h)[5,6]fullerene 在 hexacarbonyl molybdenum 作用下， 以 氯苯 为溶剂， 反应 4.0h， 生成 2'H-[5,6]fullereno-C60-I_h-[1,9-d]pyrrole-1'(5'H)-hexanenitrile
  参考文献：
  名称：

  Additions of Azomethine Ylides to Fullerene C₆₀ Assisted by a Removable Anchor

  摘要：

  The addition of nitrile oxides to [60]fullerene, leading to isoxazolinofullerenes, can be reversed using reducing agents such as Mo(CO)(6) or DIBALH. Thus, this reaction can be used, in principle, for protection/deprotection of [60]fullerene or for solubilization purposes. The tether-controlled tandem addition of nitrile oxides and azomethine ylides provides mainly cis-1 patterns. The determination of the structure of bisadducts was obtained by NMR spectroscopy with the help of HMQC, HMBC, and NOEDS techniques. The isoxazoline moiety could be removed using Mo(CO)(6) leaving a fulleropyrrolidine derivative.

  DOI：

  10.1021/jo000076d
• 作为产物：
  描述：

  聚合甲醛 、 N-(5-[5,6]fullereno-C60-I_h-[1,9-d]isoxazol-3'-ylpentyl)glycine trifluoroacetic salt 以 甲苯 为溶剂， 反应 4.0h， 以54%的产率得到1",3'-pentan-4'H,5'H-isoxazole[5',4':9,1]-pyrrolidin[3",4":2,12](C60-I_h)[5,6]fullerene
  参考文献：
  名称：

  Additions of Azomethine Ylides to Fullerene C₆₀ Assisted by a Removable Anchor

  摘要：

  The addition of nitrile oxides to [60]fullerene, leading to isoxazolinofullerenes, can be reversed using reducing agents such as Mo(CO)(6) or DIBALH. Thus, this reaction can be used, in principle, for protection/deprotection of [60]fullerene or for solubilization purposes. The tether-controlled tandem addition of nitrile oxides and azomethine ylides provides mainly cis-1 patterns. The determination of the structure of bisadducts was obtained by NMR spectroscopy with the help of HMQC, HMBC, and NOEDS techniques. The isoxazoline moiety could be removed using Mo(CO)(6) leaving a fulleropyrrolidine derivative.

  DOI：

  10.1021/jo000076d