2,6,13,17-tetra-tert-butyl-4,15-dimesitylquarteranthene | 1418902-23-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2,6,13,17-tetra-tert-butyl-4,15-dimesitylquarteranthene
• 英文别名: 2,6,13,17-tetra-tert-butyl-4,15-dimesitylquateranthene
• CAS: 1418902-23-4
• 化学式: C₉₀H₇₄
• 分子量: 1155.58
• InChiKey: BOSJDQYNWGVBIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  27.2
• 重原子数：
  90
• 可旋转键数：
  6
• 环数：
  20.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  3,7,16,20-tetra-tert-butyl-5,18-dimesityldianthra[9,1-fg; 9,1-qr]bisanthene 在 2,3-二氯-5,6-二氰基-1,4-苯醌 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 甲苯 为溶剂， 反应 84.0h， 以43%的产率得到2,6,13,17-tetra-tert-butyl-4,15-dimesitylquarteranthene
  参考文献：
  名称：

  Synthesis and Characterization of Quarteranthene: Elucidating the Characteristics of the Edge State of Graphene Nanoribbons at the Molecular Level

  摘要：

  The characteristics of the edge state, which is a peculiar magnetic state in zigzag-edged graphene nanoribbons (ZGNRs) that originates from electron- electron correlation in an edge-localized pi-state, are investigated by preparing and characterizing quarteranthene molecules. The molecular geometry that was determined from the X-ray analysis is consistent with a zigzag-edge-localized structure of unpaired electrons. The localized electrons are responsible for the peculiar magnetic (room-temperature ferromagnetic correlation), optical (the lowest-lying doubly excited state), and chemical (peroxide bond formation) behaviors. On the basis of these distinguishing properties and a careful consideration of the valence bonding, insight into the edge state of ZGNRs can be gained.

  DOI：

  10.1021/ja309599m

文献信息

• Facile Synthesis and Lateral π-Expansion of Bisanthenes
  作者：Akihito Konishi、Yasukazu Hirao、Kouzou Matsumoto、Hiroyuki Kurata、Takashi Kubo

  DOI：10.1246/cl.130153

  日期：2013.6.5

  The improved Scholl reaction allows for the direct cyclization of anthracene oligomers to give bisanthene, teranthene, and quateranthene. Furthermore, a variety of π-expanded bisanthenes are obtained by the Diels–Alder cycloaddition of bisanthene with several arynes. These reactions would allow us to synthesize various size- and shape-controlled polyperiacenes.

  改进后的 Scholl 反应可使蒽低聚物直接环化，生成双蒽、三蒽和四蒽。此外，通过双蒽与几种芳香烃的 Diels-Alder 环加成反应，还可以得到各种 π-扩展的双蒽。通过这些反应，我们可以合成各种尺寸和形状可控的聚偏二烯烃。