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Bioinspired synthesis of pentalene-based chromophores from an oligoketone chain

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Title: Bioinspired synthesis of pentalene-based chromophores from an oligoketone chain
Authors: Saito, Yuki Browse this author
Higuchi, Masayuki Browse this author
Yoshioka, Shota Browse this author
Senboku, Hisanori Browse this author
Inokuma, Yasuhide Browse this author →KAKEN DB
Issue Date: 25-Jun-2018
Publisher: Royal Society of Chemistry
Journal Title: Chemical communications
Volume: 54
Issue: 50
Start Page: 6788
End Page: 6791
Publisher DOI: 10.1039/c8cc02379d
Abstract: We report a bioinspired synthesis of 2,5-dihydropentalene-based chromophores from an aliphatic oligoketone bearing 1,3- and 1,4-diketone subunits. Unlike the natural polyketone sequence, fused five-membered rings were formed via an intramolecular aldol condensation. A subsequent Knoevenagel condensation reaction with malononitrile furnished a multiply cross-conjugated -system with low-lying LUMO levels. Furthermore, pentalenes obtained from a non-conjugated aliphatic chain exhibited visible absorption and solid-state fluorescence.
Type: article (author version)
Appears in Collections:工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 猪熊 泰英

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