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Paper | Regular issue | Vol 83, No. 5, 2011, pp.1017-1027
Published online, 16th March, 2011
DOI: 10.3987/COM-10-12129
A Facile Synthesis of 2,5-Disubstituted Indole Derivatives as New Fluorescent Dyes

Hidetaka Hiyoshi, Jung-Hee Do, Xing Feng, Taisuke Matsumoto, and Takehiko Yamato*

*Department of Applied Chemistry, Faculty of Science and Engineering, Saga University, Honjo-machi 1, Saga 840-8502, Japan

Abstract

A novel bis-arylated indole derivative, 2,5-bis(2-naphthyl)-1-methyl-1H-indole, was prepared and characterized. This compound shows the highly pure blue emissions both in solution and solid state which were ascribed to the expanded π-conjugation by introduction of two 2-naphthyl groups at the 2 and 5 positions on the indole ring. From X-ray crystallographic results this molecule exhibited the intermolecular CH–π interactions which consisted two dimensional (2D) herringbone structure.