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Isopyrazole-Masked Tetraketone: Tautomerism and Functionalization for Fluorescent Metal Ligands

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Title: Isopyrazole-Masked Tetraketone: Tautomerism and Functionalization for Fluorescent Metal Ligands
Authors: Shirakura, Hayato Browse this author
Manabe, Yumehiro Browse this author
Kasai, Chika Browse this author
Inaba, Yuya Browse this author
Tsurui, Makoto Browse this author
Kitagawa, Yuichi Browse this author
Hasegawa, Yasuchika Browse this author
Yoneda, Tomoki Browse this author
Ide, Yuki Browse this author
Inokuma, Yasuhide Browse this author →KAKEN DB
Keywords: Fluorescence
Issue Date: 13-Aug-2021
Publisher: Wiley-Blackwell
Journal Title: European journal of organic chemistry
Volume: 2021
Issue: 30
Start Page: 4345
End Page: 4349
Publisher DOI: 10.1002/ejoc.202100784
Abstract: An isopyrazole (4H-pyrazole)-embedded nonane-2,4,6,8-tetraone derivative was synthesized as a masked-tetraketone for stepwise and multiple functionalization. The masked-tetraketone has six possible tautomers, but exists predominantly as a 12 pi-electron conjugated keto-enamine-imine-enol form, which was also observed in the solid state by single crystal X-ray analysis. Stepwise functionalization to introduce metal-coordination and fluorescence-enhancement sites into the masked tetraketone furnished a fluorescent chromophore that indicates metal coordination on a microgram scale by considerably changing the solid-state emission.
Rights: This is the peer reviewed version of the following article:, which has been published in final form at [Link to final article using the DOI]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.
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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