A pyrene-DAMN based molecular scaffold has been explored for its ion recognition characterisitcs under various solvent conditions. In DMSO, selective, prompt and naked eyete sensing of F^- and CN^- was obaserved by modulation of its intramolecular charge transfer characterisitcs. Anion-stimulated fluorescence “turn on” behaviour was proposed to occur through photoinduced electron transfer phenomenon. The dual-ion sensing mode, solvent-tuned recognition along with its distinct reversible binding has been explored for various Boolean operations at molecular level. A number of simple and advanced logic functions in the form of YES (identity), NOT, OR, NOR, AND, NAND, INH and IMP have been achieved.