Rapid Synthesis of Phthalonitrile based Push‐Pull Bent Dibenzodioxin and its Utility in Selective Sensing of Ferric Ions

Abstract

A phthalonitrile‐based bent shaped push‐pull dibenzodioxin was synthesized using an efficient and rapid monowave reactor‐assisted protocol in acceptable yields. When aqueous Fe3+ ion solution was added to the bent dibenzodioxin in dimethyl sulfoxide (DMSO), the fluorescence intensity of bent dibenzodioxin at 450 nm was quenched significantly. UV‐visible and fluorimetric measurements displayed high selectivity and sensitivity towards Fe3+ over other metal ions, with a low detection limit of 0.67 μM. Fluorimetric investigations like interference and reversibility test of bent‐dibenzodioxin with Fe3+ led to proving it as a potential canditate for chemosensor application. Job's plot showed 1 : 2 stoichiometry between the bent‐dibenzodioxin and Fe3+ ions respectively and it was proposed that the the binding of one of the Fe3+ ion is from the phenanthroline‐like bent pocket, featuring two oxygen atoms and the other Fe3+ ions binds with the two ortho‐dinitrile units of the bent‐dibenzodioxin.