Synthesis of Ring-Fused Pyridinium Salts by Intramolecular Nucleophilic Aromatic Substitution Reaction and Their Optoelectronic Properties

被引:24
作者
Asanuma, Yuki [1 ]
Eguchi, Hiroshi [1 ]
Nishiyama, Hiroki [2 ]
Tomita, Ikuyoshi [2 ]
Inagi, Shinsuke [2 ]
机构
[1] Tokyo Inst Technol, Interdisciplinary Grad Sch Sci & Engn, Dept Elect Chem, Midori Ku, 4259 Nagatsuta Cho, Yokohama, Kanagawa 2268502, Japan
[2] Tokyo Inst Technol, Sch Mat & Chem Technol, Dept Chem Sci & Engn, Midori Ku, 4259 Nagatsuta Cho, Yokohama, Kanagawa 2268502, Japan
关键词
H AMINATION SYNTHESIS; CONVERSION PRODUCTS; HETEROCYCLES; CHLORIDE; BENZENE;
D O I
10.1021/acs.orglett.7b00590
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis Of nitrogen cation-doped poly cyclic aromatic hydrocarbons (PAHs) having a variety of counteranions is reported via the trimethylsilyl (TMS)-promoted, intramolecular aromatic nudeophilic substitution (SNAr) 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.
引用
收藏
页码:1824 / 1827
页数:4
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