2,6,11,15-tetra-tert-butyl-4,13-dimesityldianthra[1,9,8-abcd:1',9',8'-jklm]coronene | 1240788-09-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2,6,11,15-tetra-tert-butyl-4,13-dimesityldianthra[1,9,8-abcd:1',9',8'-jklm]coronene
• 英文别名: teranthene；14,22,31,37-Tetratert-butyl-34,42-bis(2,4,6-trimethylphenyl)tridecacyclo[27.11.1.116,20.02,7.03,28.04,25.05,18.06,11.08,39.012,17.019,24.033,41.035,40]dotetraconta-1(41),2,4,6(11),7,9,12(17),13,15,18,20(42),21,23,25,27,29,31,33,35,37,39-henicosaene；14,22,31,37-tetratert-butyl-34,42-bis(2,4,6-trimethylphenyl)tridecacyclo[27.11.1.116,20.02,7.03,28.04,25.05,18.06,11.08,39.012,17.019,24.033,41.035,40]dotetraconta-1(41),2,4,6(11),7,9,12(17),13,15,18,20(42),21,23,25,27,29,31,33,35,37,39-henicosaene
• CAS: 1240788-09-3
• 化学式: C₇₆H₇₀
• 分子量: 983.392
• InChiKey: KWGKKFLSKHXBJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23.6
• 重原子数：
  76
• 可旋转键数：
  6
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  3,7,14,18-tetra-tert-butyl-5,16-dimesityldibenzo[hi,st]dinaphtho[3,2,1-de:3',2',1'-op]pentacene 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 63.0h， 以72%的产率得到2,6,11,15-tetra-tert-butyl-4,13-dimesityldianthra[1,9,8-abcd:1',9',8'-jklm]coronene
  参考文献：
  名称：

  Synthesis and Characterization of Teranthene: A Singlet Biradical Polycyclic Aromatic Hydrocarbon Having Kekulé Structures

  摘要：

  A teranthene derivative has been successfully isolated in a crystalline form for the first time. Geometrical considerations and physical property investigations indicate that the molecule possesses prominent biradical character in the ground state.

  DOI：

  10.1021/ja1049737

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。