Highly Sodium-Selective Fluoroionophore Based on Conformational Restriction of Oligoethyleneglycol-Bridged Biaryl Boron−Dipyrromethene

A non-PET and non-PCT fluoroionophore has been designed and synthesized based on the combination of a biaryl boron−dipyrromethene fluorophore with an oligoethyleneglycol bridge. A specific red-shift response of absorption for NaClO4 in acetonitrile was demonstrated based on conformational restrictio...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2005-05, Vol.127 (19), p.6956-6957
Main Authors: Yamada, Koji, Nomura, Yuki, Citterio, Daniel, Iwasawa, Naoko, Suzuki, Koji
Format: Article
Language:English
Subjects:
Atomic and molecular physics
Exact sciences and technology
Fluorescence and phosphorescence
radiationless transitions, quenching (intersystem crossing, internal conversion)
Molecular properties and interactions with photons
Physics
Radiationless transitions, quenching
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Summary:A non-PET and non-PCT fluoroionophore has been designed and synthesized based on the combination of a biaryl boron−dipyrromethene fluorophore with an oligoethyleneglycol bridge. A specific red-shift response of absorption for NaClO4 in acetonitrile was demonstrated based on conformational restriction triggered by cation recognition at the bridge. The concentration of Na+ can be determined accurately using fluorescence due to a high extinction coefficient (ε = 50 000), a high fluorescence quantum yield (Φf = 0.68), and the sharpness of absorption and emission peaks of the boron−dipyrromethene derivative.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja042414o