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 | 503835-63-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 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
• 英文别名: 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-I^h)[5,6]fullerene
• CAS: 503835-63-0
• 化学式: C₉₅H₄₂
• 分子量: 1183.38
• InChiKey: LDFIUEPHRCTZNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.42
• 重原子数：
  95.0
• 可旋转键数：
  5.0
• 环数：
  37.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  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 在 potassium hydride 、 air 作用下， 以 四氢呋喃 为溶剂， 以42%的产率得到C₉₅H₄₂O₅
  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：

  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 在 naphthalen-1-yl-lithium 作用下， 以 四氢呋喃 、 苯甲腈 为溶剂， 反应 1.0h， 生成 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 、 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-I^h)[5,6]fullerene 、 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

文献信息

• Synthesis and Electrochemistry of Double-Decker Buckyferrocenes
  作者：Yutaka Matsuo、Kazukuni Tahara、Eiichi Nakamura

  DOI：10.1021/ja061175x

  日期：2006.6.1

  D5d- and C5v-symmetric double-decker buckyferrocene Fe2(C60R10)Cp2 (R10 = Me5Ph5 and Me10) represents a new type of diiron complexes featuring conjugative connection of two ferrocene groups by a hoop-shaped [10]cyclophenacene. The compounds exhibit two-electron oxidation and two-electron reduction behavior, generating dicationic and dianionic species. The two iron atoms interact with each other through the pi-conjugation of the cyclophenacene, as revealed by differential pulse voltammetric analysis of the D5d Fe2(C60Me10)Cp2.