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Alkylation‐, Heating‐, and Doping‐Induced Emission Enhancement of a Polyaromatic Tube in the Solid State
Authors:Kiyonori Kuroda  Masafumi Otsuki  Dr Kohei Yazaki  Dr Yoshihisa Sei  Prof?Dr Munetaka Akita  Dr Michito Yoshizawa
Institution:1. Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, Midori-ku, Yokohama, Japan;2. Faculty of Engineering, University of Yamanashi, Kofu, Japan
Abstract:A polyaromatic tube with a subnanometer‐sized cavity was efficiently prepared on a gram‐scale through the stereo‐controlled cyclotrimerization of a diphenylanthracene derivative as a key step. The facile exterior alkylation of the polyaromatic framework leads to a moderately fluorescent tube (R=‐OC10H21; ΦF=20 %) in the solid state. The emission intensity of the solid‐state alkyl‐substituted tube is remarkably enhanced upon heating (up to 1.6 times, ΦF=31 %) as well as doping with fluorescent dyes (up to 4.2 times, ΦF=83 %) through efficient energy transfer.
Keywords:fluorescence  host-guest systems  molecular tubes  nanopores  polyaromatic ring
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