1-(4-dimethylaminophenyl)-7-[N-(trimethylsilylmethyl)phenylimino]-1,7-dihydro(C60-Ih)[5,6]fullerene | 1187539-13-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(4-dimethylaminophenyl)-7-[N-(trimethylsilylmethyl)phenylimino]-1,7-dihydro(C60-Ih)[5,6]fullerene
• CAS: 1187539-13-4
• 化学式: C₇₉H₂₆N₂Si
• 分子量: 1031.17
• InChiKey: KMXYYFSFNPBBOB-CDVGLAMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.09
• 重原子数：
  82.0
• 可旋转键数：
  6.0
• 环数：
  34.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  15.6
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  C60(C6H4-NMe2-4)H 、 (三甲基硅基)甲基三氟甲烷磺酸酯 、 苯甲腈 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 1.17h， 以78%的产率得到1-(4-dimethylaminophenyl)-7-[N-(trimethylsilylmethyl)phenylimino]-1,7-dihydro(C60-Ih)[5,6]fullerene
  参考文献：
  名称：

  Synthesis of Imino[60]fullerenes Using Nitriles and Trimethylsilylmethyl Triflate

  摘要：

  The synthesis of a new class of fullerene derivatives, 1-imino-4-silylmethyl[60]fullerene derivatives, is described. The anion (C60R1-) of an alkyl- or aryl-adduct of [60]fullerene, (C60RH)-H-1 (R-1 = CH2SiMe3, CH2SiMe2Ph, C6H4-OMe-4, C6H4-NMe2-4, C6H4-CF3-4 and C6H4-OMe-2), was allowed to react with a nitrilium salt [(RCNCH2SiMe3)-C-2][OTf] (Tf = SO2CF3) that was generated in situ by the reaction of Me3SiCH2OTf and a nitrile solvent (RCN)-C-1 (R-2 = Ph and Me). The desired imino[60]fullerene derivative C-60(R-1) [C(=NCH2SiMe3)R-2] was produced in a yield up to 80%. The structure of the product with R-1 = C6H4-OMe-4 and R-2 = Ph was determined by single-crystal X-ray analysis.

  DOI：

  10.1021/ol901851g