Green synthesis of TiO<sub>2</sub> nanoparticles as an efficient heterogeneous catalyst with high reusability for synthesis of 1,2‐dihydroquinoline derivatives

El‐Remaily, Mahmoud Abd El Aleem Ali Ali; Abu‐Dief, Ahmed M.; Elhady, Omar M.

doi:10.1002/aoc.5005

Cited by 34 publications

(10 citation statements)

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“…The coordinated ligands to the metal ion's electronic and steric properties have a significant impact on the catalytic potential of the GUBZ complex catalyst. 35 As seen in earlier work by our research group, the coordinated ligand appears to have an unanticipated impact on the steric and electronic catalytic potential of tested chelate. 12-15…”

Section: Effect Of Catalyst Loadingmentioning

confidence: 60%

Efficiency and development of guanidine chelate catalysts for rapid and green synthesis of 7‐amino‐4,5‐dihydro‐tetrazolo[1,5‐a]pyrimidine‐6‐carbonitrile derivatives supported by density functional theory (DFT) studies

El‐Remaily,

El‐Dabea,

El‐Khatib

et al. 2023

Applied Organom Chemis

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Three GUBZCu, GUBZVO, and GUBZPd chelates have been prepared from 2‐guanidino benzimidazole (GUBZ ligand) by a bidentate coordinating approach. FT‐IR, mass, and NMR spectra; magnetic moment; CHN analysis; UV–Vis spectra; molar conductance; and TGA were studied to describe and estimate the molecular formulae of tested molecules. The stability constant for GUBZ complexes was estimated in the solution. Also, the pH profile displays the extra stability of tested complexes. Structure elucidation of the studied complexes had been supported by density functional theory (DFT) along with calculated electronic and vibrational spectra. Electronic absorption spectra were estimated practically through UV–Vis spectra and theoretically performed using the time‐dependent TD‐DFT/B3LYP, for computing the absorption maximum, oscillator strength, and excitation energy of the tested compounds. This study was done into these chelates' catalytic performances for the environmentally friendly synthesis of 7‐amino‐4,5‐dihydro‐tetrazolo[1,5‐a]pyrimidine‐6‐carbonitrile derivatives utilizing aromatic aldehyde, malononitrile, and 5‐amino tetrazole as reactants. The used reactions have been directed in a concerned environment through a green solvent. The obtained results verified the promising catalytic activity and selectivity of the tested complexes. All tested reaction conditions have been enhanced between variable Lewis acid catalysts in associating to our studied complexes. GUBZPd catalyst presented an advantage in overall tests through high yield, green conditions, and short time. Also, the regaining of hetero‐catalyst has prospered as well as recycled through the same effectiveness up to four or five times, and then the performance has been reduced. The mechanism of action has been recommended depending on the capability of the Pd (II) complex for totaling extra bonds above the z‐axis as well as reinforced with theoretical study. This strategy's simplicity, safety, commercially accessible catalyst, stability, fast reaction time, and outstanding yields may be used in the industry in the future.

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Section: Effect Of Catalyst Loadingmentioning

confidence: 60%

Efficiency and development of guanidine chelate catalysts for rapid and green synthesis of 7‐amino‐4,5‐dihydro‐tetrazolo[1,5‐a]pyrimidine‐6‐carbonitrile derivatives supported by density functional theory (DFT) studies

El‐Remaily,

El‐Dabea,

El‐Khatib

et al. 2023

Applied Organom Chemis

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“…4 In this context, the development of convenient and efficient strategies for the rapid construction of 1,2-dihydroquinoline and ring-fused tetrahydroquinoline skeletons is of significant value in the field of synthetic chemistry and continues to receive increasing attention. 5…”

Section: Introductionmentioning

confidence: 99%

Diverse synthesis of functionalized hydroquinoline derivatives from α-aryl vinylsulfonium salts

et al. 2023

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“…[52] Therefore, many methods have been reported to produce them. [53,54] For this purpose, many homogeneous and heterogeneous catalysts have been applied such as Fe 3 O 4 @L-lysine-Pd(0), [55] Fe 3 O 4 @SiO 2 -TCT-PVAÀ Cu(II), [56] PtNPs@VC, [57] FeTSPP, [58] Boehmite@SiO 2 @Tris-Cu(I), [59] SiO 2 -H 3 BO 3 , [29] Cu-MCM-41, [60] and Cu 2 (BDC) 2 (DABCO). [61] Following our previous study on the synthesis and applications of heterogeneous catalysts, [62,63] we applied PTh to coat Fe 3 O 4 nanoparticles (MNPs) to produce a nanocomposite Fe 3 O 4 -PTh, followed by sulfonation to synthesize Fe 3 O 4 -PTh-SO 3 H as a solid acid nanocatalyst.…”

Section: Introductionmentioning

confidence: 99%

Fe₃O₄ ‐PTh‐SO₃H: A Retrievable Solid‐acid Nanocatalyst for the Green Synthesis of Imidazole and Tetrazole Derivatives

Karegar

Khodaei

2022

ChemistrySelect

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In the present study, the immobilization of sulfonic acid on polythiophene (PTh)‐layered magnetite was carried out through the reaction of ClSO3H with Fe3O4‐PTh. The obtained catalyst, Fe3O4‐PTh‐SO3H, as the reusable and novel magnetic heterogeneous nanocatalyst, was used for green synthesis of 2,4,5‐trisubstituted‐1H‐imidazoles, and 2‐(1H‐tetrazole‐5‐yl) acrylonitriles. The catalyst structure was characterized by various techniques, including FT‐IR, XRD, SEM, EDX, TEM, VSM, ICP‐OES, and CHNS techniques. These analyses proved the sulfonic group's successful attachment on the outer surface of the nanocatalyst. A high number of the acidic groups on the surface of the PTh layer are conducted to the more active catalyst, and as a result, the yield of the target product increases. The sustainability of the methodology was examined by evaluating the stability and reusability of the catalyst using an external magnet. The results showed that the Fe3O4‐PTh‐SO3H catalyst could be reused for five successive runs without a significant loss in catalytic efficiency. The reactions were carried out under relatively mild conditions in ethanol to achieve imidazole and tetrazole derivatives in high to excellent yields.

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Green synthesis of TiO₂ nanoparticles as an efficient heterogeneous catalyst with high reusability for synthesis of 1,2‐dihydroquinoline derivatives

Cited by 34 publications

References 50 publications

Efficiency and development of guanidine chelate catalysts for rapid and green synthesis of 7‐amino‐4,5‐dihydro‐tetrazolo[1,5‐a]pyrimidine‐6‐carbonitrile derivatives supported by density functional theory (DFT) studies

Efficiency and development of guanidine chelate catalysts for rapid and green synthesis of 7‐amino‐4,5‐dihydro‐tetrazolo[1,5‐a]pyrimidine‐6‐carbonitrile derivatives supported by density functional theory (DFT) studies

Diverse synthesis of functionalized hydroquinoline derivatives from α-aryl vinylsulfonium salts

Fe₃O₄ ‐PTh‐SO₃H: A Retrievable Solid‐acid Nanocatalyst for the Green Synthesis of Imidazole and Tetrazole Derivatives

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Green synthesis of TiO2 nanoparticles as an efficient heterogeneous catalyst with high reusability for synthesis of 1,2‐dihydroquinoline derivatives

Cited by 34 publications

References 50 publications

Efficiency and development of guanidine chelate catalysts for rapid and green synthesis of 7‐amino‐4,5‐dihydro‐tetrazolo[1,5‐a]pyrimidine‐6‐carbonitrile derivatives supported by density functional theory (DFT) studies

Efficiency and development of guanidine chelate catalysts for rapid and green synthesis of 7‐amino‐4,5‐dihydro‐tetrazolo[1,5‐a]pyrimidine‐6‐carbonitrile derivatives supported by density functional theory (DFT) studies

Diverse synthesis of functionalized hydroquinoline derivatives from α-aryl vinylsulfonium salts

Fe3O4 ‐PTh‐SO3H: A Retrievable Solid‐acid Nanocatalyst for the Green Synthesis of Imidazole and Tetrazole Derivatives

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Green synthesis of TiO₂ nanoparticles as an efficient heterogeneous catalyst with high reusability for synthesis of 1,2‐dihydroquinoline derivatives

Fe₃O₄ ‐PTh‐SO₃H: A Retrievable Solid‐acid Nanocatalyst for the Green Synthesis of Imidazole and Tetrazole Derivatives