1",3'-pentan-4'H,5'H-isoxazole[5',4':1,9]-pyrrolidin[3",4":13,14](C60-I_h)[5,6]fullerene | 289506-86-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1",3'-pentan-4'H,5'H-isoxazole[5',4':1,9]-pyrrolidin[3",4":13,14](C60-I_h)[5,6]fullerene
• CAS: 289506-86-1
• 化学式: C₆₈H₁₄N₂O
• 分子量: 874.872
• InChiKey: HFGIGTHPRAGLAM-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  1",3'-pentan-4'H,5'H-isoxazole[5',4':1,9]-pyrrolidin[3",4":13,14](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

文献信息

• Radical anions of fullerene bisadducts: a multifrequency CW-EPR study
  作者：Alfonso Zoleo、Anna Lisa Maniero、Marco Bellinazzi、Maurizio Prato、Tatiana Da Ros、Louis Claude Brunel、Marina Brustolon

  DOI：10.1016/s1090-7807(02)00032-0

  日期：2002.12

  The radical anions of three C-60 bisadducts (from now on termed CIS1, CIS2, and CIS3) have been studied in liquid solution and glassy matrix by X-band and high frequency CW-EPR spectroscopy. The three adducts CIS1, CIS1 and CIS3 are characterized by a pyrrolidinic ring and an isoxazolinic ring in position cis1-O, cis2-C, and cis3-C, respectively: the two rings are connected by a methylenic chain. In the X-band spectra of CIS1, one species has been observed showing hyperfine Coupling constants with the pyrrolidinic nitrogen and C-13 nuclei, whereas in the X-band spectra of CIS2 and CIS3 more species are apparent, some with and other without hyperfine coupling with the pyrrolidinic N-14. High field spectra at 110 and 220 GHz for all the bisadducts have been obtained; in all the cases, more species are evident with small differences in the g-factors. The Occurrence of more species are discussed and put in relation with different bisadduct conformations. Furthermore, on the basis of the mechanism proposed for the N-14 hcc in previously studied fulleropyrrolidine (FP) monoanions, the presence or absence of N-14 hcc for CIS1 and the different conformations of CIS2 and CIS3 is discussed. The temperature dependence or the EPR linewidth,; and the g-factors of all the species have been determined and discussed in term of the different structural stiffness and symmetry of the three bisadducts. (C) 2002 Elsevier Science (USA). All rights reserved.