4-<9H-fluorenylidene-(9)>-4H-cyclopentaphenanthrene | 70939-44-5

• 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: 4-<9H-fluorenylidene-(9)>-4H-cyclopentaphenanthrene
• 英文别名: 4-fluoren-9-ylidene-4H-cyclopenta[def]phenanthrene；4-Fluoren-9-yliden-4H-cyclopenta[def]phenanthren；4-(9-Fluorenyliden)-4H-cyclopentaphenanthren；15-fluoren-9-ylidenetetracyclo[10.2.1.05,14.08,13]pentadeca-1,3,5(14),6,8(13),9,11-heptaene
• CAS: 70939-44-5
• 化学式: C₂₈H₁₆
• 分子量: 352.435
• InChiKey: QYAJTXVZPATYDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.29
• 重原子数：
  28.0
• 可旋转键数：
  0.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  4-<9H-fluorenylidene-(9)>-4H-cyclopentaphenanthrene 以 solid 为溶剂， 以22%的产率得到苯并[p]萘并[1,8,7-ghi]屈
  参考文献：
  名称：

  High temperature synthesis to bowl-shaped subunits of fullerenes - IV. From 4-[9H-fluorenylidene-(9)]-4H-cyclopenta[def]phenanthrene to fluoreno[1,9,8-abcd]corannulene and difluoreno[1,9,8,7-cdefg;2′,1′,9′,8′-klmno]anthracene

  摘要：

  Fluoreno[1,9,8-abcd]corannulene (4) and difluoreno[1,9,8,7-cdefg;2',1',9',8'-klmno]-anthracene (8) have been synthesized by multistage thermal and catalytic dehydrocyclization reactions starting from 4-[9H-fluorenylidene-(9)]-4H-cyclopenta[def]phenanthrene and benzo[p]naphtho-[1,8,7-ghi]chrysene, respectively.

  DOI：

  10.1016/0040-4020(95)00330-b
• 作为产物：
  描述：

  9-hydroxy-9-(4H-cyclopenta[def]phenanthrenyl-(4))-fluorene 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 生成 4-<9H-fluorenylidene-(9)>-4H-cyclopentaphenanthrene
  参考文献：
  名称：

  4H-环戊二烯[def]菲与9,9'-二芴基的迈克尔加成反应及相关反应

  摘要：

  化合物 9-(4H-cyclopenta[def]phenanthren-4-yl)-9,9'-bifluorene 通过 4H-cyclopenta[def] 菲与 9,9'-bifluorenylidene 的迈克尔加成以及其他反应合成. 此外，通过同样的反应得到了5种由4H-环戊二烯和芴组成的三聚体。这些三聚体的构象被指定为 gauche-gauche 形式。

  DOI：

  10.1246/bcsj.52.1447

文献信息

• Michael Addition of 4<i>H</i>-Cyclopenta[<i>def</i>]phenanthrene to 9,9′-Bifluorenylidene and the Related Reactions
  作者：Takao Kimura、Masahiro Minabe、Kazuo Suzuki

  DOI：10.1246/bcsj.52.1447

  日期：1979.5

  The compound 9-(4H-cyclopenta[def]phenanthren-4-yl)-9,9′-bifluorene was synthesized by the Michael addition of 4H-cyclopenta[def]phenanthrene to 9,9′-bifluorenylidene and also by other reactions. In addition, five kinds of trimers which consisted of 4H-cyclopenta[def]phenanthrene and fluorene were obtained by the same reactions. The conformation of these trimers is assigned to be the gauche-gauche

  化合物 9-(4H-cyclopenta[def]phenanthren-4-yl)-9,9'-bifluorene 通过 4H-cyclopenta[def] 菲与 9,9'-bifluorenylidene 的迈克尔加成以及其他反应合成. 此外，通过同样的反应得到了5种由4H-环戊二烯和芴组成的三聚体。这些三聚体的构象被指定为 gauche-gauche 形式。
• Wittig; Pieper, Justus Liebigs Annalen der Chemie, 1947, vol. 558, p. 218,227
  作者：Wittig、Pieper

  DOI：——

  日期：——
• High temperature synthesis to bowl-shaped subunits of fullerenes - IV. From 4-[9H-fluorenylidene-(9)]-4H-cyclopenta[def]phenanthrene to fluoreno[1,9,8-abcd]corannulene and difluoreno[1,9,8,7-cdefg;2′,1′,9′,8′-klmno]anthracene
  作者：Stefan Hagen、Hilmar Christoph、Gerhard Zimmermann

  DOI：10.1016/0040-4020(95)00330-b

  日期：1995.6

  Fluoreno[1,9,8-abcd]corannulene (4) and difluoreno[1,9,8,7-cdefg;2',1',9',8'-klmno]-anthracene (8) have been synthesized by multistage thermal and catalytic dehydrocyclization reactions starting from 4-[9H-fluorenylidene-(9)]-4H-cyclopenta[def]phenanthrene and benzo[p]naphtho-[1,8,7-ghi]chrysene, respectively.