有机化学 ›› 2020, Vol. 40 ›› Issue (10): 3017-3025.DOI: 10.6023/cjoc202005083 上一篇    下一篇

研究专题

以三苯三戊并烯或窗茚满为核心的非平面纳米石墨烯

吴振辉a, 王伟丞a, 叶皓宏a, 刘永华a, 孙晓庆a, 谢浩荣a, 何丽思a, 张以诺a, Dietmar Kuckb, 周克勋a   

  1. a 香港中文大学化学系 中国香港;
    b 比勒费尔德大学化学系及分子材料中心(CM2) 德国比勒费尔德 33615
  • 收稿日期:2020-05-29 修回日期:2020-07-20 发布日期:2020-08-01
  • 通讯作者: 周克勋 E-mail:hfchow@cuhk.edu.hk
  • 基金资助:
    香港特别行政区研资局(No.14303816)资助项目.

Nonplanar Nanographenes Based on Tribenzotriquinacene or Fenestrindane Core

Ng Chun-Faia, Wong Wai-Shinga, Ip Ho-Wanga, Lau Wing-Waa, Sun Xiao-Qinga, Tse Ho-Winga, He Lisia, Cheung Enocha, Kuck Dietmarb, Chow Hak-Funa   

  1. a Department of Chemistry, The Chinese University of Hong Kong, Hong Kong, China;
    b Department of Chemistry and Center for Molecular Materials (CM2), Bielefeld University, 33615 Bielefeld, Germany
  • Received:2020-05-29 Revised:2020-07-20 Published:2020-08-01
  • Supported by:
    Project supported by the Research Grants Council of Hong Kong Special Administration Region (No. 14303816).

总结了我们近年合成的以三苯三戊并烯或窗茚满为骨架的非平面纳米石墨烯之研究成果.巫师帽形或鞍形的纳米石墨烯可由非经典的Scholl环庚三烯环化或19元环大环化反应制备.这些反应成功的关键是在这些分子的湾区区域引入恰当的富电子芳香官能团,通过X射线晶体学,一些纳米石墨烯的三维结构可以得到确定.此外,这些富含碳的π-共轭分子还显示出有趣的光物理、自缔合和主-客体络合的特性.

关键词: 非平面芳香族, 纳米石墨烯, 三苯三戊并烯, 窗茚满

Our recent research efforts on the synthesis of nonplanar nanographenes bearing tribenzotriquinacene or fenestrindane skeleton are summarized. Wizard hat-shaped or saddle-shaped nanographenes could be prepared using a non-classical Scholl-type cycloheptatriene formation or 19-membered ring macrocyclization. The key to the success of these transformation relies on the proper installation of the electron rich aryl functional groups in the bay areas of these molecular motifs. The three-dimensional structures of some of the nanographenes were determined by X-ray crystallography. Furthermore, these carbon-rich π-conjugated molecules are also showed to have interesting photophysical, self-assoication and host-guest complexation properties.

Key words: nonplanar aromatics, nanographenes, tribenzotriquinacene, fenestrindane