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

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

Org Lett

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.

Published: April 2017

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.

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http://dx.doi.org/10.1021/acs.orglett.7b00590DOI Listing

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