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Colorimetric and Ratiometric Near-Infrared Fluorescent Cyanide Chemodosimeter Based on Phenazine Derivatives
KTH, School of Biotechnology (BIO), Theoretical Chemistry and Biology.ORCID iD: 0000-0001-6508-8355
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2013 (English)In: ACS Applied Materials and Interfaces, ISSN 1944-8244, Vol. 5, no 4, 1317-1326 p.Article in journal (Refereed) Published
Abstract [en]

Two new near-infrared chemodosimeters for cyanide anion based on 5,10-dihexyl-5,10-dihydrophenazine were designed and synthesized. With dicyano-vinyl groups as the recognition site and electron-withdrawing groups on both sides, probe 1 exhibited an intramolecular charge transfer (ICT) absorption band at 545 nm and emission band at 730 nm, respectively, and thus showed an ICT block process and realized an 'on-off" response after bilateral reaction with cyanide anions in CH3CN. Probe 2 utilized an unreactive formyl group instead of one of the two reactive dicyano-vinyl groups as the electron-withdrawing component. Due to the unilateral recognition process the ICT of probe 2 was redirected and lead to a remarkably colorimetric and ratiometric near-infrared (NIR) fluorescent response for cyanine. Both probes provided high sensitivity and selectivity with apparent response signals which can be observed by naked eyes, even in the copresence of various other interference anions. Optical spectroscopic techniques, NMR titration measurements, and density functional theory calculations were conducted to rationalize the sensing mechanisms of these two probes.

Place, publisher, year, edition, pages
2013. Vol. 5, no 4, 1317-1326 p.
Keyword [en]
colorimetry, near-infrared fluorescence, cyanide, phenazine derivatives, sensors, intramolecular charge transfer
National Category
Engineering and Technology
URN: urn:nbn:se:kth:diva-120167DOI: 10.1021/am303152wISI: 000315619100020ScopusID: 2-s2.0-84874624762OAI: diva2:613763

QC 20130402

Available from: 2013-04-02 Created: 2013-04-02 Last updated: 2013-04-02Bibliographically approved

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Li, Xin
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