7,9-bis(4-t-butylphenyl)-8H-cyclopenta[a]acenaphthylen-8-one | 253453-71-3

• 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: 7,9-bis(4-t-butylphenyl)-8H-cyclopenta[a]acenaphthylen-8-one
• 英文别名: 7,9-di(4'-tert-butylphenyl)cyclopenta[a]acenaphthylen-8-one；7,9-Bis(4-tert-butylphenyl)cyclopenta[a]acenaphthylen-8-one；7,9-bis(4-tert-butylphenyl)cyclopenta[a]acenaphthylen-8-one
• CAS: 253453-71-3
• 化学式: C₃₅H₃₂O
• 分子量: 468.638
• InChiKey: KSQCPEZFAIATOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7,9-bis(4-t-butylphenyl)-8H-cyclopenta[a]acenaphthylen-8-one 、 ethyl 4,7-dihydro-4,7-ethano-2H-isoindole-1-carboxylate 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 氯仿 为溶剂， 反应 73.0h， 以62%的产率得到ethyl 7,13-bis(4-(tert-butyl)phenyl)-10,12-dihydro-8H-8,12-ethanofluorantheno[8,9-f]isoindole-9-carboxylate
  参考文献：
  名称：

  Synthesis of Tetrabenzoporphyrins Fused with Fluoranthenes

  摘要：

  Tetrabenzoporphyrins fused with fluoranthenes were prepared by the retro Diels-Alder reaction of the precursors composed of a porphyrin and four fluoranthenes connected with bicyclo[2.2.2]octadiene (BCOD). These porphyrins exhibited the Soret (480-494 nm, epsilon = 243,000-277,000) and intense Q bands (739-760 nm, epsilon = 375,000-509,000). Free bases and Zn complexes of them fluoresce at 760 nm and 746 nm with small Storks shifts and high quantum yields of 30 and 10 %, respectively.

  DOI：

  10.3987/com-09-s(s)98

文献信息

• Intriguing Diels–Alder products: chiral centres with an added twist
  作者：Colm Delaney、Sarath D. Perera、Gearóid M. Ó. Máille、Sylvia M. Draper

  DOI：10.1039/c3cc48641a

  日期：——

  Two chiral fluoranthene-based polyaromatics were isolated from a Diels–Alder cycloaddition between two molecules of 7,9-diphenylcyclopenta[a]acenapthylene-8-one.

  从7,9-二苯基环戊[a]蒽-8-酮的两个分子的Diels-Alder环加成中分离出了两种手性荧蒽基聚芳烃。
• Synthesis of Tetrabenzoporphyrins Fused with Fluoranthenes
  作者：Tetsuo Okujima、Jun Nakamura、Yuya Tomimori、Naoki Komobuchi、Hiroko Yamada、Hidemitsu Uno、Noboru Ono

  DOI：10.3987/com-09-s(s)98

  日期：——

  Tetrabenzoporphyrins fused with fluoranthenes were prepared by the retro Diels-Alder reaction of the precursors composed of a porphyrin and four fluoranthenes connected with bicyclo[2.2.2]octadiene (BCOD). These porphyrins exhibited the Soret (480-494 nm, epsilon = 243,000-277,000) and intense Q bands (739-760 nm, epsilon = 375,000-509,000). Free bases and Zn complexes of them fluoresce at 760 nm and 746 nm with small Storks shifts and high quantum yields of 30 and 10 %, respectively.