1-cyano-6,9,12,15,18-pentamethyl-1,6,9,12,15,18-hexahydro(C60-Ih)[5,6]fullerene | 451472-18-7

• 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-cyano-6,9,12,15,18-pentamethyl-1,6,9,12,15,18-hexahydro(C60-Ih)[5,6]fullerene
• 英文别名: 1-cyano-6,9,12,15,18-pentamethyl-1,6,9,12,15,18-hexahydro(C⁶⁰-I^h)[5,6]fullerene
• CAS: 451472-18-7
• 化学式: C₆₆H₁₅N
• 分子量: 821.852
• InChiKey: OWDBFKIYNGANPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.9
• 重原子数：
  67.0
• 可旋转键数：
  0.0
• 环数：
  32.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  23.79
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  phenylmagnesium bromide 、 1-cyano-6,9,12,15,18-pentamethyl-1,6,9,12,15,18-hexahydro(C60-Ih)[5,6]fullerene 在 1,3-二甲基-2-咪唑啉酮 、 copper(I) bromide dimethylsulfide complex 作用下， 以 四氢呋喃 、 邻二氯苯 为溶剂， 反应 24.0h， 生成 1-cyano-6,9,12,15,18-pentamethyl-43,46,49,52,55-pentaphenyl-1,6,9,12,15,18,43,46,49,52,55,57-dodecahydro(C⁶⁰-I^h)[5,6]fullerene 、 1-cyano-6,9,12,15,18-pentamethyl-43,46,49,52,55-pentaphenyl-1,6,9,12,15,18,43,46,49,52,55,60-dodecahydro(C⁶⁰-I⁶⁰)[5,6]fullerene 、 1-cyano-6,9,12,15,18-pentamethyl-43,46,49,52,55-pentaphenyl-1,6,9,12,15,18,43,46,49,52,55,56-dodecahydro(C60-Ih)[5,6]fullerene
  参考文献：
  名称：

  Synthesis, Structure, and Aromaticity of a Hoop-Shaped Cyclic Benzenoid [10]Cyclophenacene

  摘要：

  The first hoop-shaped cyclic benzenoid compounds, [10]cyclophenacene derivatives that contain 40 pi electrons, have been synthesized in three or four steps from [60]fullerene by rationally designed chemical modification. The compounds thus synthesized are chemically stable, yellow-colored, luminescent, and EPR-silent. X-ray crystallographic analysis provided high precision structural data sets. On the basis of these results and theoretical investigations, the new cyclic benzenoid molecules were proven to be aromatic.

  DOI：

  10.1021/ja029915z
• 作为产物：
  描述：

  4-甲苯磺酰氰 、 五甲基足球烯 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 苯甲腈 为溶剂， 反应 0.08h， 以63%的产率得到1-cyano-6,9,12,15,18-pentamethyl-1,6,9,12,15,18-hexahydro(C60-Ih)[5,6]fullerene
  参考文献：
  名称：

  Synthesis, Structure, and Aromaticity of a Hoop-Shaped Cyclic Benzenoid [10]Cyclophenacene

  摘要：

  The first hoop-shaped cyclic benzenoid compounds, [10]cyclophenacene derivatives that contain 40 pi electrons, have been synthesized in three or four steps from [60]fullerene by rationally designed chemical modification. The compounds thus synthesized are chemically stable, yellow-colored, luminescent, and EPR-silent. X-ray crystallographic analysis provided high precision structural data sets. On the basis of these results and theoretical investigations, the new cyclic benzenoid molecules were proven to be aromatic.

  DOI：

  10.1021/ja029915z