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2,4,5,7,9,10-Hexaethynylpyrenes: Synthesis, Properties, and Self-Assembly

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posted on 19.11.2018 by Shin-ichiro Kato, Haruka Kano, Ken-ichi Irisawa, Naoki Yoshikawa, Ryuichiro Yamamoto, Chitoshi Kitamura, Daiki Nara, Takeshi Yamanobe, Hiroki Uehara, Yosuke Nakamura
A series of 2,4,5,7,9,10-hexaethynylpyrenes was synthesized using 2,7,9,10-tetrabromopyrene-4,5-dione as the key intermediate. The effects of the position and number of the ethynyl groups on the physicochemical properties of the corresponding pyrenes were clarified by comparison with 4,5,9,10-tetraethynylpyrene and 2,7-diethynylpyrene derivatives. The prepared hexaethynylpyrenes that bear benzene moieties self-assemble via π–π stacking in solution and/or the condensed phase.

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