Selective chemodosimetric ‘Turn-On’ fluorescence sensor for HSO3−: Comparing the reactivity of the exocyclic vs. non-exocyclic CC double bond

• Published in: Journal of photochemistry and photobiology. A, Chemistry. Chemistry., 2022-03, Vol.425, Article 113669
• Main Authors: Das, Asesh, Das, Gopal
• Format: Article
• Language: English
• Subjects: C=C bonds reactivity; Fluorescence ‘turn-on’; HSO3− sensing; ICT/PET; Naked-eye detection
• ISSN: 1010-6030; 1873-2666
• DOI: 10.1016/j.jphotochem.2021.113669

Rationale Design of a pair of simple ‘switch-on’ sensors for selective detection of HSO3− along with the verification of reactivity of different unsaturated C=C double bond towards nucleophilic addition reaction. [Display omitted] •Exo-cyclic vs. non-exocyclic CC bonds towards reaction-based sensing.•Highly selective fluorescence “turn-on” sensing of HSO3−•Selective naked eye detection of HSO3−•Application in paper strip and real water sample. The present report deals with specific colorimetric (naked-eye) and fluorometric sensing of HSO3− by a pair of chemodosimetric probes, namely L1 and L2. The D-π-A structure-based probes exhibited an outstanding HSO3−-dependent response with excellent selectivity and lower detection limit values. The probes were designed to verify the reactivity of exo-cyclic vs. non-exocyclic CC bonds towards reaction-based sensing. It was proven that only activated exo-cyclic CC double bonds were responsible for selective sensing. We also reported the utility of probe-coated paper-strip analysis withL1for rapid detection of HSO3− in the experimental medium. Also, the ability to detect HSO3− in real food sample as well as in river water, lake water, and tap water were also checked by L1.