A bis-chalcone based colorimetric probe for the selective detection of bisulfite/sulfite anions: exploring surfactant promoted Michael addition of anions to α, β-unsaturated ketones

Abstract

A probe, (1E,4E)-1,5-di(thiophen-2-yl)penta-1,4-dien-3-one, was developed for rapid, colorimetric, and selective detection of bisulfite/sulfite anions in aqueous solutions. This probe is based on the Michael addition reaction which is favoured in the presence of cationic micellar medium CTAB. CTAB promoted Michael addition is an effective tool to determine SO₂ toxicity, which is mainly expressed in terms of collective concentration of bisulfite and sulfite anions. The probe showed high selectivity and sensitivity toward bisulfite and sulfite over other interfering anions, with a detection limit of 0.43 μM and 0.23 μM, respectively. The possible recognition mechanism of the probe and the analyte was illustrated by NMR, HR-MS, IR, and computational analysis. Moreover, this probe showed great potential for the detection of bisulfite/sulfite in real samples, such as crystal sugar and brown sugar.