Heterogeneous V₂O₅/TiO₂-Mediated Photocatalytic Reduction of Nitro Compounds to the Corresponding Amines under Visible Light

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(13), P. 8690 - 8702

Published: June 27, 2023

The hydrogenation of nitro compounds to their corresponding amines is developed using a heterogeneous and recyclable catalyst (V2O5/TiO2) under irradiation blue LED (9 W) at ambient temperature. Hydrazine hydrate used as reductant ethanol solvent, facilitating green, sustainable, low-cost production. synthesis 32 (hetero)arylamines pharmaceutically relevant molecules (five) are described. Significant features the protocol include recyclability, green temperature, gram-scale reactions. Among other aspects studied 1H-NMR-assisted reaction progress monitoring, control experiments for mechanistic studies, applications, recyclability studies. Furthermore, enabled wide functional group tolerance, chemo-selectivity, high yield, low-cost, environmentally benign synthesis.

Language: Английский

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Catalytic transfer hydrogenation of substituted nitro-aromatics through in-situ generated Co(0) nanoparticle from Co(II) complexes supported by pentadentate ligands

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 555, P. 113835 - 113835

Published: Feb. 1, 2024

Language: Английский

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Bimetallic Porphyrin Metal–Organic Framework as Photocatalyst for Red-Light-Driven Selective Reduction of Nitroarenes to Aromatic Amines

ACS Sustainable Chemistry & Engineering, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 28, 2024

It is a great challenge to construct green catalytic system for the reduction of nitro compounds corresponding amines under mild conditions. Due low energy red light, it challenging develop photocatalytic selective nitroaromatics aromatic driven by light. A bimetallic porphyrin metal–organic framework (Bi-P(Co)MOF) was characterized Fourier transform infrared spectroscopy, X-ray diffraction, transmission electron microscopy, scanning and energy-dispersive techniques. The constructed photocatalyst Bi-PMOF-Co shows excellent activity conversion in high yields with NaBH4 as reducing agent at room temperature light irradiation. Moreover, protocol showed functional group compatibility, recyclability demonstrated five-cycle tests.

Language: Английский

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Manganese Phenoxyimine Complexes: Structures, Reactions, and Water-Assisted Hydrosilylation of Aldehydes

Journal of Organometallic Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 123634 - 123634

Published: March 1, 2025

Language: Английский

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A Green, Cheap and Robust Method for Selective Hydrogenation of Nitroarenes

Tetrahedron, Journal Year: 2024, Volume and Issue: unknown, P. 134269 - 134269

Published: Sept. 1, 2024

Language: Английский

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AgSbF₆ Catalyzed Reduction of Nitroarenes by Phenylsilane to Anilines

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 21, 2025

AgSbF6-catalyzed activation of phenylsilane (PhSiH3) enables the efficient reduction nitroarenes to produce corresponding anilines. This methodology operates under additive-free conditions, making it highly efficient, scalable, and compatible with a wide range electronically diverse nitroarenes. The utility this method is exemplified by employing cheap, commercially available metal catalyst for facile synthesis various Furthermore, has been extended intermediates drug molecules, demonstrating its broad applicability.

Language: Английский

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Cobalt catalyzed chemoselective reduction of nitroarenes: hydrosilylation under thermal and photochemical reaction conditions

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(30), P. 4527 - 4530

Published: Jan. 1, 2023

Cobalt-catalyzed hydrosilylation of nitroarenes is reported for the first time using commercially available Co 2 (CO) 8 under thermal and photochemical conditions. The scope this protocol was significantly expanded including drug synthesis.

Language: Английский

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Hydrosilylation of Terminal Alkynes Catalyzed by an Air-Stable Manganese–NHC Complex

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(13), P. 8133 - 8149

Published: June 15, 2023

In recent years, catalysis with base metal manganese has received a significant amount of interest. Catalysis complexes having N-heterocyclic carbenes (NHCs) is relatively underdeveloped in comparison to the extensively investigated catalysts possessing pincer ligands (particularly phosphine-based ligands). Herein, we describe synthesis two imidazolium salts decorated picolyl arms (L1 and L2) as NHC precursors. Facile coordination L1 L2 MnBr(CO)5 presence resulted formation manganese(I)-NHC (1 2) an air-stable solid good isolated yield. Single-crystal X-ray analysis revealed structure cationic [Mn(CO)3(NHC)][PF6] tridentate N,C,N binding ligand facile fashion. Along few known manganese(I) complexes, these Mn(I)-NHC 1 2 were tested for hydrosilylation terminal alkynes. Complex was proved be effective catalyst alkynes selectivity toward less thermodynamically stable β-(Z)-vinylsilanes. This method provided regioselectivity (anti-Markovnikov addition) stereoselectivity (β-(Z)-product). Experimental evidence suggested that present pathway involved organometallic mechanism manganese(I)-silyl species possible reactive intermediate.

Language: Английский

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Reusable Cobalt-Catalyzed Selective Transfer Hydrogenation of Azoarenes and Nitroarenes

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(14), P. 10048 - 10057

Published: June 30, 2023

Herein, control transfer hydrogenation (TH) of azoarenes to hydrazo compounds is established employing easy-to-synthesize reusable cobalt catalyst using lower amounts N2H4·H2O under mild conditions. With this effective methodology, a library symmetrical and unsymmetrical azoarene derivatives was successfully converted their corresponding derivatives. Further, protocol extended the TH nitroarenes amines with good-to-excellent yields. Several kinetic studies along Hammett were carried out understand plausible mechanism electronic effects in transformation. This inexpensive can be recycled up five times without considerable loss catalytic activity.

Language: Английский

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Copper(i)-catalyzed click chemistry in deep eutectic solvent for the syntheses of β-d-glucopyranosyltriazoles

RSC Advances, Journal Year: 2023, Volume and Issue: 13(15), P. 10424 - 10432

Published: Jan. 1, 2023

A well-defined copper( i )–iodide complex was effectively utilized as an active catalyst for azide–alkyne cycloaddition to synthesize various 1,4-disubstituted 1,2,3-glucopyranosyltriazoles in deep eutectic solvents a reusable reaction media.

Language: Английский

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