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

• Yamada, Koji

• Okabe, Satoshi

• Satoh, Hisashi

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+.

収録刊行物

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 88 (3), 447-454, 2015-03-15

  日本化学会

キーワード

• General Chemistry

詳細情報

• CRID: 1050001202941952384
• NII論文ID: 130004703952
• DOI: 10.1246/bcsj.20140273
• ISSN: 13480634
• ISSN: 00092673
• HANDLE: 2115/58602
• Web Site: https://academic.oup.com/bcsj/article-pdf/88/3/447/56277600/bcsj.20140273.pdf
• 本文言語コード: en
• 資料種別: journal article
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