A novel rhodamine-pyrazole based molecular probe was designed and easily synthesized. The probe could to detect several analytes in aqueous solution at biological pH (HEPES, pH = 7.2). Several heavy metal cations, including Cu2+, Fe3+, Al3+, Hg2+ and Ni2+ were detected discriminately by the probe. Also, the novel compound exhibited a good sensory selectivity towards S2O52− by both absorption and emission spectra. Moreover, probe/Cu2+ complex could to detect several anions, including F−, CN−, S2−, CH3COO−, CO32– and NO2−. Furthermore, the probe exhibited a high potential to work as a molecular system able to perform a number of logical operations such as AND, NAND, NOR and INHIBIT logic gates.

A novel rhodamine-pyrazole based molecular probe was designed and easily synthesized. The probe could to detect several analytes in aqueous solution at biological pH (HEPES, pH = 7.2). Several heavy metal cations, including Cu2+, Fe3+, Al3+, Hg2+ and Ni2+ were detected discriminately by the probe. Also, the novel compound exhibited a good sensory selectivity towards S2O52− by both absorption and emission spectra. Moreover, probe/Cu2+ complex could to detect several anions, including F−, CN−, S2−, CH3COO−, CO32– and NO2−. Furthermore, the probe exhibited a high potential to work as a molecular system able to perform a number of logical operations such as AND, NAND, NOR and INHIBIT logic gates.

We reported here the unique ability of a Rhodamine 6G-based probe (3) to detect discriminately several targets, including H+,HO−, Cu2+, Hg2+, Fe3+, Co2+, Cd2+, Zn2+, Sn2+, Ni2+, Al3+, Pb2+, Ce3+and Ag+
, by unambiguously colorimetric and fluorimetric outcomes. In aqueous solutions, the presence of proton induced the ring-opening of rhodamine moiety but the presence ofhydroxide induced the conversion of 2-hydroxyphenyl hydrazone moiety from the non-fluorescent benzenoid form into the fluorescent quinoid form. The probe could to distinguish between different cations in DMF and to work like an artificial tongue at molecular level. Several logic gates including OR, INHIBIT and TRANSFER, were performed by the probe. Moreover, the probe is able to execute three INHIBIT logic gates by two inputs, which was exploited to execute a digital molecular comparator.

Reactions of diastereochemically varied norbornene-condensed 2-thioxopyrimidin-4-ones6and10with variously functionalized hydrazonoyl chlorides2a-hgave regioselectively angular norbornene-based [1,2,4]triazolo[4,3-a]pyrimidin-7(1H)-ones7a-hand11a,c-e, respectively. Thermal retro Diels-Alder (RDA) reaction of7a-hand11a,c-eresulted in the target compounds4a-has single products. On the other hand, reactions of thiouracil1and hydrozonoyl chlorides2a-egave regioselectively [1,2,4]triazolo[4,3-a]pyrimidinone-5(1H)-ones3a-e. The opposite regioselectivity of thiouracil1and norbornene-condensed 2-thioxopyrimidin-4-ones6and10was attributed to electronic factors according to DFT calculations. The angular structure of norbornene based [1,2,4]triazolo[4,3-a]pyrimidin-7(1H)-ones was confirmed by single crystal X-ray crystallography.

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