Department of Electronic Chemistry, Interdisciplinary Graduate School of Science and Engineering, Tokyo Institute of Technology , 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8502, Japan.
Department of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of Technology , 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8502, Japan.
Org Lett. 2017 Apr 7;19(7):1824-1827. doi: 10.1021/acs.orglett.7b00590. Epub 2017 Mar 29.
The synthesis of nitrogen cation-doped polycyclic aromatic hydrocarbons (PAHs) having a variety of counteranions is reported via the trimethylsilyl (TMS)-promoted intramolecular aromatic nucleophilic substitution (SAr) reaction of fluoroarenes and pyridine groups. The electrochemical properties and optical properties of the obtained nitrogen cation-doped PAHs were studied in detail, clarifying that they have low-lying LUMO levels and good emission properties derived from the incorporation of planar N-arylpyridinium moieties.
报道了通过三甲基硅基（TMS）促进的氟代芳烃和吡啶基团的分子内亲核取代（SAr）反应，合成了具有各种抗衡阴离子的氮阳离子掺杂的多环芳烃（PAHs）。详细研究了所得到的氮阳离子掺杂的 PAHs 的电化学性质和光学性质，阐明了它们具有低的 LUMO 能级和良好的发射性质，这归因于平面 N-芳基吡啶鎓部分的掺入。
