6,8,15,17-tetraphenylheptacene-7,16-quinone | 627528-35-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 并五苯醌
• 英文名称: 6,8,15,17-tetraphenylheptacene-7,16-quinone
• 英文别名: 6,8,15,17-Tetraphenylheptacene-7,16-dione；6,8,15,17-tetraphenylheptacene-7,16-dione
• CAS: 627528-35-2
• 化学式: C₅₄H₃₂O₂
• 分子量: 712.847
• InChiKey: ROTBPIXPYFPHCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.4
• 重原子数：
  56
• 可旋转键数：
  4
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6,8,15,17-tetraphenylheptacene-7,16-quinone 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 以38%的产率得到7,16-dihydro-6,8,15,17-tetraphenylheptacene
  参考文献：
  名称：

  Synthesis and Photophysical Properties of Dihydroheptacenes:  New Blue-Emitting Materials

  摘要：

  7,16-Dihydroheptacenes (1-3) substituted at the 6, 8, 15, and 17 positions are synthesized as blue emitters potentially useful in organic light emitting diodes (OLEDs). The photophysical properties of 1 - 3 ( lambda(max) = 424- 428 nm, Phi(F) = 0.15- 0.21, tau(F) = 2.35 - 2.67 ns in CH2Cl2) are discussed. They are shown to be stable and efficient blue emitters in the solid state (Phi(F) = 0.37 - 0.44). The X-ray crystal structure of 1 is reported.

  DOI：

  10.1021/jo0601314
• 作为产物：
  描述：

  6,17,8,15-diepoxy-6,8,15,17-tetraphenylheptacene-7,16-quinone 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 15.0h， 以77.3%的产率得到6,8,15,17-tetraphenylheptacene-7,16-quinone
  参考文献：
  名称：

  Probing the spatial requirements for [60]fullerene–[60]fullerene π-stacking and the syn addition of [60]fullerenes across acenes

  摘要：

  The reaction between 2 equiv of [60]fullerene and 6,8,15,17-tetraphenylheptacene-7,16-quinone leads to both cis and trans-bis[60]fullerene adducts. This result contrasts sharply with the highly diastereoselective syn additions of [60]fullerenes across 6,13-diphenylpentacene and 6,8,15,17-tetraphenylheptacene. The importance of spatially dependent [60]fullerene-[60]fullerene pi-stacking interactions in promoting a syn addition of [60]fullerenes is discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.010

文献信息

• Hydrogen-protected acenes
  作者：Andreas J. Athans、Jonathan B. Briggs、Wenling Jia、Glen P. Miller

  DOI：10.1039/b700956a

  日期：——

  The first systematic study concerning the hydrogenation of acenes and acenequinones is presented. Phenyl substituted acenes and acenequinones are hydrogenated in excellent yield and with complete regioselectivity using HI–AcOH. The resulting H-protected acenes bear alternating aromatic and non-aromatic rings and are stable, soluble molecules that may be stored indefinitely and then deprotected to afford the parent acenes. In this manner, H-protected acenes have been utilized in the syntheses of several [60]fullerene-acene adducts. Buckminsterfullerene also hydrogenates in HI–AcOH yielding C3v symmetric C60H18.

  这是首次对烯和烯醌的氢化进行系统研究。使用 HI-AcOH 对苯基取代的烯和烯醌进行氢化，产量极高且具有完全的区域选择性。生成的受 H 保护的烯具有交替的芳香环和非芳香环，是稳定的可溶性分子，可无限期储存，然后进行脱保护以得到母烯。通过这种方式，受 H 保护的烯已被用于合成多种 [60] 富勒烯-烯加合物。Buckminsterfullerene 也会在 HI-AcOH 中发生氢化反应，生成 C3v 对称的 C60H18。
• [EN] METHOD FOR THE PREPARATION OF A PARTIALLY HYDROGENATED POLYACENE AND AN INTERMEDIATE THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION D'UN POLYACÈNE PARTIELLEMENT HYDROGÉNÉ ET D'UN INTERMÉDIAIRE DE CELUI-CI
  申请人：FUNDACIÓ INST CATALÀ D'INVESTIGACIÓ QUÍMICA (ICIQ)

  公开号：WO2018019436A1

  公开（公告）日：2018-02-01

  The present invention relates to a process for preparing a partially hydrogenated polyacene, and a novel intermediate used in such process; also the present invention relates to a process for preparing the corresponding conjugated polyacenes.

  本发明涉及一种制备部分氢化聚芘烯的方法和用于该方法的新型中间体；同时，本发明涉及一种制备相应共轭聚芘烯的方法。
• METHOD FOR THE PREPARATION OF A PARTIALLY HYDROGENATED POLYACENE AND AN INTERMEDIATE THEREOF
  申请人：Fundació Institut Català d'investigació Quimica

  公开号：EP3275876A1

  公开（公告）日：2018-01-31

  The present invention relates to a process for preparing a partially hydrogenated polyacene, and a novel intermediate used in such process; also the present invention relates to a process for preparing the corresponding conjugated polyacenes.

  本发明涉及一种制备部分氢化聚烯的工艺和一种用于该工艺的新型中间体；本发明还涉及一种制备相应共轭聚烯的工艺。
• Method for the preparation of a partially hydrogenated polyacene and an intermediate thereof
  申请人：Fundacio Institut Catala D'Investigacio Quimica

  公开号：US10604469B2

  公开（公告）日：2020-03-31

  The present invention relates to a process for preparing a partially hydrogenated polyacene, and a novel intermediate used in such process; also the present invention relates to a process for preparing the corresponding conjugated polyacenes.

  本发明涉及一种制备部分氢化聚烯的工艺和一种用于该工艺的新型中间体；本发明还涉及一种制备相应共轭聚烯的工艺。
• Fullerene−Acene Chemistry:  Diastereoselective Synthesis of a <i>cis,cis</i>-Tris[60]fullerene Adduct of 6,8,15,17-Tetraphenylheptacene
  作者：Glen P. Miller、Jonathan Briggs

  DOI：10.1021/ol0356791

  日期：2003.10.1

  A one-pot, diastereoselective synthesis of a cis,cis-tris[60]fullerene adduct of 6,8,15,17-tetraphenylheptacene has been demonstrated starting from [60]fullerene and 5,7,9,14,16,18-hexahydro-6,8,15,17-tetraphenylheptacene.