Evaluation of naked-eye sensing and anion binding studies in -fluorescein substituted one-walled calix[4]pyrrole (C4P).

In this paper, we have design, synthesized and fully characterized a new -fluorescein substituted one-walled calix[4]pyrrole (C4P7), obtained from simple and easily available starting materials such as fluorescein, 4-hydroxyacetophenone and pyrrole. The anion sensing studies reveal that the C4P7 system displays selective and sensitive naked-eye sensing towards fluoride, phosphate, and acetate anions with the limit of detection of 4.27 mg L, 6.4 mg L, and 5.94 mg L, respectively. Moreover, the C4P7 receptor displays good results of binding (host-guest, 1 : 1) towards a variety of anions. The 1 : 1 binding stoichiometry was further confirmed by means of Job's plots. TD-DFT calculations showed that the HOMO-LUMO gap decreases in all the complexes (C4P7@anions) in comparison to the free C4P7 system. The authors are of the opinion that this work may provide a good platform to explore calix[4]pyrrole chemistry in the arena of recognition/sensing of biologically significant analytes in future studies.