Synthesis and structural analysis of novel indole derivatives by XRD, spectroscopic and DFT studies

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.

Section: Resultsmentioning

confidence: 79%

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

Saleem

2021

Applied Organom Chemis

“… 56 To find the suitable regions for electrophilic/nucleophilic attack on the entitled molecule, the MEP plot can be utilized. 57 Orange, green, red, yellow, and blue colors on the MEP diagram indicate the possible points that favor electrophilic/nucleophilic attack on molecules. The extent of the electrostatic potential in the decreasing order is observed as blue > green > yellow > orange > red.…”

Section: Resultsmentioning

confidence: 99%

“…The physical and chemical interactions of a compound of any kind could be investigated via the MEP plot . To find the suitable regions for electrophilic/nucleophilic attack on the entitled molecule, the MEP plot can be utilized . Orange, green, red, yellow, and blue colors on the MEP diagram indicate the possible points that favor electrophilic/nucleophilic attack on molecules.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Diaminopyrimidine Sulfonate Derivatives and Exploration of Their Structural and Quantum Chemical Insights via SC-XRD and the DFT Approach

et al. 2021

Self Cite

Two heterocyclic compounds named 2,6-diaminopyrimidin-4-ylnaphthalene-2-sulfonate ( A ) and 2,6-diaminopyrimidin-4-yl4-methylbenzene sulfonate ( B ) were synthesized. The structures of heterocyclic molecules were established by the X-ray crystallographic technique, which showed several noncovalent interactions as N···H···N, N···H···O, and C–H···O bonding and parallel offset stacking interaction. Hydrogen-bonding interactions were further explored by the Hirshfeld surface (HS) analysis. Nonlinear optical (NLO) and natural bond orbital (NBO) properties were calculated utilizing the B3LYP/6-311G(d,p) level. Frontier molecular orbitals (FMOs) and molecular electrostatic potential (MEP) were calculated utilizing the time-dependent density functional theory (TD-DFT) at the same level. The NBO analysis showed that the molecular stabilities of compounds A and B were attributed to their large stabilization energy values. The second hyperpolarizability (γ tot ) values for A and B were obtained as 3.7 × 10 4 and 2.7 × 10 4 au, respectively. The experimental X-ray crystallographic and theoretical structural parameters of A and B were found to be in close correspondence. Both the molecules reveal substantial NLO responses that can be significant for their utilization in advanced applications.

“…FMO analysis is mostly used to explain different properties like reactivity, molecular interactions, electronic features, chemical stability, and charge transfer in different compounds. − Various chemists and physicists have exercised FMO investigation to expose the structural and geometrical characteristics of investigated systems. − The aptitude of a molecule to donate or accept the charge density is estimated through FMOs (HOMO and LUMO) energies. , Moreover, the energy gap between HOMO and LUMO ( E g = E LUMO – E HOMO ) is a key sign for nonlinear optical behavior of a compound and also used to gauge several parameters including chemical reactivity, ionization potential, chemical hardness, and chemical softness. A compound is considered soft, least stable, and highly reactive if it has a narrow HOMO–LUMO energy gap and vice versa. , FMO results of 1–4 are presented in Table .…”

Section: Resultsmentioning

confidence: 99%

Facile Synthesis of Diversely Functionalized Peptoids, Spectroscopic Characterization, and DFT-Based Nonlinear Optical Exploration

et al. 2021

Self Cite

Compounds having nonlinear optical (NLO) characteristics have been proved to have a significant role in many academic and industrial areas; particularly, their leading role in surface interfaces, solid physics, materials, medicine, chemical dynamics, nuclear science, and biophysics is worth mentioning. In the present study, novel peptoids (1−4) were prepared in good yields via Ugi four-component reaction (Ugi-4CR). In addition to synthetic studies, computational calculations were executed to estimate the molecular electrostatic potential, natural bond orbital (NBO), frontier molecular orbital analysis, and NLO properties. The NBO analysis confirmed the stability of studied systems owing to containing intramolecular hydrogen bonding and hyperconjugative interactions. NLO analysis showed that investigated molecules hold noteworthy NLO response as compared to standard compounds that show potential for technologyrelated applications.