2018
DOI: 10.1021/acs.joc.8b02591
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Simultaneous Detection of Cu2+ and Hg2+ via Two Mutually Independent Sensing Pathways of Biimidazole Push–Pull Dye

Abstract: An easy-to-synthesize, biimidazole push–pull dye has been designed, comprising two mutually independent analyte binding sites. It has been found that Hg2+ coordinates with the compound via thiophene residue and inhibits the charge-transfer (CT) process, which transforms the yellow-colored solution colorless. On the other hand, an unusually large bathochromic shift is observed in CT band upon addition of Cu2+, accompanied by a change in the color from yellow to red. A rather surprising observation is made from … Show more

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Cited by 33 publications
(13 citation statements)
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“…To rationalize the ribose‐specific interaction, 1 was optimized with and without D‐ribose (1 : 2) using B3LYP/6‐31G* level of theory (Figure 5a) [29] . The energy‐minimized structure of 1 showed a nearly planar structure with two terminal pyridine units at the out of plane conformation (∼27°).…”
Section: Resultsmentioning
confidence: 99%
“…To rationalize the ribose‐specific interaction, 1 was optimized with and without D‐ribose (1 : 2) using B3LYP/6‐31G* level of theory (Figure 5a) [29] . The energy‐minimized structure of 1 showed a nearly planar structure with two terminal pyridine units at the out of plane conformation (∼27°).…”
Section: Resultsmentioning
confidence: 99%
“…To establish the mode of interaction of the probe with Cu 2+ and Zn 2+ , we determined the binding stoichiometries of 1 with both of these ions using Job's method (Figure b) . In both cases 1:1 interaction was observed along with significantly high binding constant values, such as 4.81 x 10 4 ± 56.3 mol −1 (For Cu 2+ ) and 1.04 x 10 5 ± 70.9 mol −1 (For Zn 2+ ) (Figure S9) .…”
Section: Resultsmentioning
confidence: 99%
“…BODIPY derivatives are known as excellent chromophore photochemical and thermal stability and salen is an excellent ligand system due to their effective coordination behavior with electron-deficient Lewis-acid (metal center). [52,53] Sensor 6 [54] was designed by the combination of the mentioned two advantageous segments for the detection of Hg Biimidazole push-pull dye, sensor 7 [55] coordinates with Hg 2+ through the thiophene unit ( Figure 4) and stopped the charge transfer process to change the color to colorless from yellow in CH 3 CN-water (1:1) mixture with a LOD of 32.8 ppb. Combination of thiosemicarbazone and 4-(diphenylamino) benzaldehyde, sensor 8 [56] can detect Hg 2+ in DMSO/Tris-Hcl (8:2, v/v, pH=7.0) medium.…”
Section: Heteroatom Based Ligand Containing Small Moleculesmentioning
confidence: 99%