Heterogeneous Iridium-Catalyzed Carbene N–H Bond Insertion with α-Alkyl Diazo Esters

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(7), P. 4690 - 4698

Published: March 13, 2024

A heterogeneous iridium single-atom site catalyst (Ir-SA) was synthesized and investigated in catalyzing the carbene insertion reaction with challenging α-alkyl diazo ester substrates. With only 0.23 mol % loading, our Ir-SA demonstrated remarkable performance N–H bond reactions involving various (hetero) aryl amines coupled esters. Notably, case of using a chiral diamino substrate two reactive sites, exhibited high selectivity toward single insertion, leading to generation class unsymmetric ligands. Further mechanism study revealed that lower activation barrier associated step, as compared either β-hydride elimination or downstream dual accounted for observed this catalyzed by Ir-SA.

Language: Английский

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CrCl₂-catalyzed α-alkylation of carbonyl compounds via a borrowing hydrogen approach

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(7), P. 1955 - 1962

Published: Jan. 1, 2024

A new and efficient catalytic system for sustainable α-alkylation of carbonyl compounds with alcohols via a borrowing hydrogen strategy is presented.

Language: Английский

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Transition metal-free synthesis of 2-aryl quinazolines via alcohol dehydrogenation

Molecular Catalysis, Journal Year: 2023, Volume and Issue: 542, P. 113110 - 113110

Published: April 6, 2023

We report here a transition metal-free synthesis of quinazoline derivatives starting from 2-aminobenzyl alcohols and aryl amides via an alcohol dehydrogenation strategy promoted by potassium tertiary butoxide. The control experiments are carried out to identify the reaction intermediates role K+ ion in reaction. DFT calculations unveil mechanism, with special focus on rate determining state. present method tolerates variety functional groups providing easy access diversely substituted quinazolines.

Language: Английский

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Recyclable and air-stable colloidal manganese nanoparticles catalyzed hydrosilylation of alkenes with tertiary silane

RSC Advances, Journal Year: 2025, Volume and Issue: 15(3), P. 1776 - 1781

Published: Jan. 1, 2025

The manganese nanoparticles we synthesized demonstrated high catalytic activity, achieving 15 800 TON in the hydrosilylation of alkenes with tertiary silanes, and remained recyclable across multiple cycles.

Language: Английский

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Heterogeneous Mn@CeO₂ Catalyst for α-Alkylation of Ketones with Alcohols via Hydrogen-Borrowing Strategy

ACS Omega, Journal Year: 2025, Volume and Issue: 10(9), P. 9649 - 9660

Published: Feb. 24, 2025

Construction of a C-C bond via alkylation ketones with alcohol as the alkylating source by employing hydrogen-borrowing strategy is attracting significant attention and highly appealing due to its simplicity, cost-effectiveness, environmental benefits, fact that water only byproduct. The development heterogeneous catalysts based on nonprecious base metals progressing rapidly. Our newly disclosed manganese-doped cerium oxide nanocomposite (10 wt % Mn@CeO2) stands out cost-efficient air-stable catalyst, synthesized through straightforward coprecipitation method employed for α-alkylation primary alcohols strategy. X-ray diffraction (XRD) analysis confirms high crystallinity CeO2, while field emission scanning electron microscopy (FE-SEM) high-resolution transmission (HR-TEM) images reveal MnO2 nanoparticles, measuring 19 nm in size, uniformly decorated rod-shaped CeO2 which have size 33 nm. photoelectron spectroscopy (XPS) uncovers presence Mn4+ species embedded nanorods. Electron paramagnetic resonance (EPR) further indicates surface defects contribute impressive catalytic yield, ranges from 70 98% α-alkylated ketones. Thermogravimetric (TGA) demonstrates remarkable thermal stability maintaining up 800 °C. Additionally, inductively coupled plasma mass spectrometry (ICP-MS) no leaching Mn ions, emphasizing heterogeneity catalyst. Remarkably, 10 Mn@CeO2 recycled six cycles loss activity. This study underscores synergistic effect between metal redox pair key exceptional activity reactions, making promising catalyst sustainable efficient formation.

Language: Английский

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Supported Fe catalysts prepared through layered double hydroxides for primary amine synthesis by reductive amination of carbonyl compounds

Catalysis Science & Technology, Journal Year: 2024, Volume and Issue: 14(18), P. 5430 - 5438

Published: Jan. 1, 2024

MgO-supported Fe catalysts prepared through layered double hydroxides showed high catalytic activity for reductive amination of carbonyl compounds with ammonia to give primary amines selectively.

Language: Английский

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Green synthesis of zinc oxide nanoparticles by using Plant extract for catalysis applications

Nanoscale, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

The leaf extract of Citrus sinensi s was used as a reducing and capping agent for green ZnO NPs synthesis, characterized using XRD, SEM, FT-IR, TGA/DTA, UV-Vis, TEM techniques. These materials efficiently catalyzed the alkylation acetophenone.

Language: Английский

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Accessing 2‐Aryl Quinolines via Acceptorless Dehydrogenation and Transfer Hydrogenation Under Base and Solvent‐Free Reaction Conditions

ChemistrySelect, Journal Year: 2023, Volume and Issue: 8(45)

Published: Dec. 1, 2023

Abstract Catalytic hydrogenation/dehydrogenation reactions are one of the most active areas research for synthesis pharmaceuticals and fine chemicals. Despite several efficient homogeneous catalysts that have already been identified, highly heterogeneous remain elusive. Herein, we report an easy convenient wet impregnation method Pd‐nanoclusters supported on ZnO nanoparticles. The catalyst displays a multifunctional role in 2‐aryl quinolines using alcohol 2‐nitrobenzyl as reactants via dehydrogenation/hydrogenation pathway under neat base‐free reaction conditions. exhibits excellent selectivity can be recycled five times without appreciable loss its activity.

Language: Английский

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α-Alkylation of ketones with primary alcohols by an active non-noble metal Cu/CuOx catalyst

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 22(5), P. 970 - 975

Published: Dec. 23, 2023

Development of convenient and effective heterogeneous non-noble metal catalysts for α-alkylation ketones with alcohols is challenging in catalysis. Here, we report active Cu/CuOx the construction C-C bonds by through borrowing hydrogen methodology. The optimal Cu/CuOx-250 catalyst exhibits good catalytic performance reactions to give corresponding products 50-96% yields. are characterized different analysis techniques such as XRD, TEM, XPS, H

Language: Английский

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Fabricating Effective and Recyclable Cadmium‐based Coordination Polymer for Selective Synthesis of 1,5‐Benzodiazepines

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(12)

Published: Oct. 9, 2023

Abstract Metal coordination polymers are widely applied in the synthesis of heterocyclic compounds due to advantages highly dispersed metal active sites, low cost and strong designability. Herein, employing 9‐benzyl‐3,6‐di( 1H ‐pyrazol‐1‐yl)‐ 9H ‐carbazole (BPC) as a ligand, cadmium‐coordinated polymer compound (Cd‐BPC) was facilely prepared by solvothermal method characterized energy dispersive spectrometer (EDS), flourier‐transform infrared spectroscopy (FT‐IR), scanning electron microscope (SEM), transmission microscopy (TEM) X‐ray photoelectron spectrometry (XPS). Employing Cd‐BPC catalyst, 1,5‐benzodiazepine derivatives were produced with relatively high yields through reaction o ‐phenylenediamine ketones, alcohols. Additionally, could be reused for at least 5 times without significant decrease.

Language: Английский

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