Substituent Effects at the 5-Position of 3-[Bis(pyridine-2-ylmethyl)amino]-BODIPY Cation Sensor Used for Ratiometric Quantification of Cu2+

Hafuka, Akira; Kando, Ryosuke; Ohya, Kohei et al.

Bulletin of the Chemical Society of Japan, 2015, 88(3), 447-454

Permalink : https://hdl.handle.net/2115/58602

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アクセス権
open access
URI
https://hdl.handle.net/2115/58602
タイトル
Substituent Effects at the 5-Position of 3-[Bis(pyridine-2-ylmethyl)amino]-BODIPY Cation Sensor Used for Ratiometric Quantification of Cu2+
著者
Hafuka, Akira ; Kando, Ryosuke ; Ohya, Kohei ; Yamada, Koji ; Okabe, Satoshi ; Satoh, Hisashi
著者名
Hafuka, Akira
著者名
Kando, Ryosuke
著者名
Ohya, Kohei
e-Rad_Researcher
30348825
著者名
Yamada, Koji
e-Rad_Researcher
10253816
著者名
Okabe, Satoshi
e-Rad_Researcher
80326636
著者名
Satoh, Hisashi
言語
英語
発行日
2015-03-15
出版者
日本化学会
Chemical Society of Japan
収録物名
Bulletin of the Chemical Society of Japan
巻(号)
88(3)
ページ
447-454
抄録
In this paper, we investigated the effects of substitution at the 5-position of an asymmetric BODIPY cation sensor to tune its spectroscopic, photophysical, and cation-sensing properties. We introduced substituent groups with differing electron density at the 5-position of 3-[bis(pyridine-2-ylmethyl)amino]-BODIPY, which contains a cation recognition moiety at the 3-position of the BODIPY core, to develop four sensors which all exhibited distinctive ratiometric spectral changes in the presence of Cu2+. Aromatic substitution increased the Stokes shift. Substitution with the electron-withdrawing sulfonylphenyl group resulted in the highest fluorescence quantum yield, largest absorption coefficient, and largest spectral shift in the presence of Cu2+. The sulfonylphenyl-substituted sensor also exhibited excellent selectivity for Cu2+.
資源タイプ
学術雑誌論文
出版タイプ
Accepted Manuscript
PISSN
0009-2673
関連情報 (isVersionOf)
出版社版DOI
https://doi.org/10.1246/bcsj.20140273