Chelation of specific metal ions imparts coplanarity and fluorescence in two imidazo[1,2-a]pyridine derivatives: Potential chemosensors for detection of metal ions in aqueous and biosamples

Mala, Ramanjaneyulu; Suman, Koorathota; Manivannan, Nandhagopal; Mathivanan, N.; Thennarasu, Sathiah

doi:10.1016/j.saa.2019.117236

Cited by 18 publications

(4 citation statements)

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“…S11–S21 and Table S2 for further computational details, ESI†). For instance, the most stable conformation of L 1 has a hydrogen bond, as reported in analogous compounds by Thennarasu et al 50 Our mechanistic proposal is shown in Fig. 6.…”

Section: Resultssupporting

confidence: 63%

A rollover Ir(iii) complex of 2-(6-bromopyridin-2-yl)imidazo[1,2-a]pyridine

et al. 2023

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Section: Resultssupporting

confidence: 63%

A rollover Ir(iii) complex of 2-(6-bromopyridin-2-yl)imidazo[1,2-a]pyridine

et al. 2023

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“…We recently observed that presence of two donor atoms in a chemosensor is sufficient to impart selective binding with specific metal ions [39,40] . In our on‐going effort to develop chemosensors for naked‐eye detection, [38,41,42] we envisaged that compound A would be a suitable candidate for probing specific metal ions as the intramolecular H‐bonding vis‐à‐vis the tautomerisomerization (Scheme 1) would influence metal ion selective binding.…”

Section: Resultsmentioning

confidence: 99%

Rotational Isomerization about C−C Single Bond in a Novel ICT Probe Facilitates Naked‐Eye, Colorimetric and Ratiometric Detection of Cobalt in Aqueous Samples**

Divya

Thennarasu

2021

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A new UV‐active indole‐pyrazole extended π‐system (probe A) that displays a large bathochromic shift (∼325 nm) when it interacts only with Co2+ and not with other transition metal ions, is presented. The increase in the intensity of new transitions at 592 and 684 nm due to A−Co2+−Cl2.H2O complex formation occurs at the expense of the transition at 358 nm arising from the probe A, and thereby offers a ratiometric method for detection of Co2+ present in aqueous samples. The ratiometric method sets the detection limit for Co2+ at 0.404×10−6 M and 0.337×10−6 M, when calculated for the transitions at 592 and 684 nm, respectively. The corresponding association constants are 4.041×105 M−1 at 592 nm, and 3.617×105 M−1 at 684 nm. Job plot and ESI‐MS data confirmed the 1 : 1 stoichiometry of A−Co2+−Cl2.H2O complex. The mode of interaction between the probe A and Co2+ is explained in terms of conformational isomerization and chelation, using 1H NMR method and DFT calculations. Other metal ions commonly found in the environment do not seem to interfere in the selective determination of Co2+ ions. Suitability of probe A in the detection of Co2+ at concentrations less than 1.7 μM (recommended level of Co2+ ions by US‐EPA) is also demonstrated using water samples collected from the environment. Test kits suitable for routine on‐site analysis are also developed.

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“…These compounds are highly active against human cytomegalovirus and varicella-zoster virus (Gueiffier et al,1998). In a continuation of our studies on imdiazole derivatives (Dhanalakshmi et al, 2018;Mala et al, 2019), we herein report the synthesis and crystal structure analysis of the title compound.…”

Section: Structure Descriptionmentioning

confidence: 94%