Exploiting the unique specialty of hydrazone functionality: Synthesis of a highly sensitive UV–Vis active solvatochromic probe

Saleem

2021

Applied Organom Chemis

Seven homo-bimetallic complexes derived from 3-(-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylene)hydrazono)indolin-2-one with Fe 3+ , Co 2+ , Cu 2+ , and UO 2 2+ have been prepared and structurally investigated using elemental and thermo-gravimetric analyses and spectral, magnetic, and molar conductivity measurements. This structural investigation leads us to conclude that the bis-hydrazone has behaved as neutral tetradentate chelator chelated to the Fe 3+ , Co 2+ , Cu 2+ , and UO 2 2+ ions via the carbonyl and azomethine groups adopting distorted octahedral structure for Fe 3+ , Co 2+ , and Cu 2+ complexes (2-5), whereas the Cu 2+ complexes (6-7) have square planar structures. The structural characterization of bis-hydrazone and its chelated compounds has been supported by density functional theory calculations. The optimized geometry, global reactivity descriptors, and lowest unoccupied molecular orbital (LUMO) and highest occupied molecular orbital (HOMO) of the molecules have been calculated in accordance with the density functional theory (DFT)-Beckee3eLeeeYangeParr (B3LYP) technique and 6e311G(d,p) basis set. The molecular electrostatic potential image was also drawn by the DFT-B3LYP technique and 6e311G(d,p) basis set to envision the charge distribution and chemical reactivity on the molecules. The bioeffect of bis-hydrazone and its chelated compounds was assessed against bacterial strains Bacillus subtilis, Escherichia coli, as well as fungal strains Canadian albicans and Aspergillus niger. The observed data imply encouraging bioeffect of some of these complexes in comparing with the free bis-hydrazone or amphotericin B (AmB) against all fungal C. albicans and A. niger.

“…4 T 1g (G), (υ 2 ) 6 A 1g (S)! 4 T 2g (G), and (υ 3 ) 6 A 1g (S)! 4 A 1g (G) 4 E 1g (G), correspondingly.…”

Section: Ir Spectramentioning

confidence: 99%

“…The different quantum chemical parameters of ligand and its complexes (1)(2)(3)(4)(5)(6)(7)(8) No. S3.…”

Section: Molecular Parametersmentioning

confidence: 99%

“…4 T 2g (G), and (υ 3 ) 6 A 1g (S)! 4 A 1g (G) 4 E 1g (G), correspondingly. These bands indicated that this Fe 3+ chelated compound (2) has an octahedral structure (Figure 3).…”

Section: Ir Spectramentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

“…The thermal analysis (thermogravimetric [TG]) of Fe 3+ , Co 2+ , and Cu 2+ complexes(2)(3)(4)(5)(6)(7) …”

mentioning

confidence: 99%

See 3 more Smart Citations

Structure investigation, density functional theory, and biostudy of synthesized dihydrazone incorporating isatin moiety and its homo‐bimetallic complexes

Saleem

2021

Applied Organom Chemis

Synthesis of a Novel Hydrazone Functionality based Spectrophotometric Probe for Selective and Sensitive Estimation of Toxic Heavy Metal Ions

et al. 2023

Self Cite

Heavy metal ions (HMIs), particularly Hg2+, Fe2+, Pb2+, and Cd2+, are toxic to biological systems. These HMIs display a wide distribution in aqueous systems, and due to their bioaccumulation tendency, their prevalence, even at very low concentrations, results in serious health issues in humans. This warrants the availability of easily affordable, reliable, quick, and sensitive approaches for real‐time monitoring of the concentration of HMIs in aqueous environments. Herein, we present the synthesis of a novel hydrazone functionality‐based chromogenic probe that ensures selective and sensitive spectrophotometric sensing of HMIs. More specifically, the synthesis of 3‐(2‐(2,4‐dinitrophenyl) hydrazono) Penta‐1,4‐diene‐1,5‐diyl) diphenol referred to as HZ in the MS through a two‐step approach via the low‐cost precursors viz. Salicaldehyde, acetone, and 2, 4‐dinitrophenyl hydrazine (2, 4‐DNP) is presented. The unique functionality of the as‐synthesized HZ, well‐characterized via spectroscopic approaches, is demonstrated to facilitate the spectrophotometric sensing of Hg2+, Fe2+, Pb2+, and Cd2+ with detection limits as low as 0.74 μM, 1.46 μM, 0.75 μM, and 0.75 nM respectively. Importantly the spectrophotometric response of HZ is demonstrated to be very sensitive to the nature of HMI, which does ensure selective specification of the chosen HMIs. The sensing ability of the HZ is well within concentration ranges that include WHO‐recommended safe and toxic concentrations for these HMIs.

Synthesis, Characterization, and Interaction Studies of Naphtho‐[2,3]‐furan‐Based Molecules with CTAB as Model Surfactant

Ali,

Kaur,

Agarwal

2024

ChemistrySelect

The synthesis of highly sensitive UV–visible active naphthofuran derivatives, namely naphtho‐[2,3]‐furan‐3‐yl acetate (NF), 9‐bromonaphtho‐[2,3]‐furan‐3‐yl acetate (BNF), 9‐nitronaphtho‐[2,3]‐furan‐3‐yl acetate (NNF), 9‐iodonaphtho‐[2,3]‐furan‐3‐yl acetate (INF), and naphtho‐[2,1‐b]‐furan‐4‐carboxylic acid (ONF) as solvatochromic molecules, was carried out through multistep synthetic approach. These molecules possess different substituents that tend to form micelles in cetyl trimethylammonium bromide (CTAB) aqueous system. During the micellization process, the absorption spectrum of the synthesized molecule exhibits sensitivity towards the polarity of the environment, which affects the critical micelle concentration (cmc) of CTAB. This study demonstrates that synthesized molecules can be used for estimating solvent polarity and cmc.