Iridium supported on porous polypyridine-oxadiazole as high-activity and recyclable catalyst for the borrowing hydrogen reaction

Green Chemistry, Год журнала: 2022, Номер 24(6), С. 2602 - 2612

Опубликована: Янв. 1, 2022

Porous polypyridine-oxadiazole supported iridium catalysts (PPO-Ir) revealed high catalytic activity for the reaction of dimethyl-6-aminouracil (including 1,3-dimethylbarbituric acid, 2-aminobenzylamine) with alcohols.

Язык: Английский

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Well-Defined Phosphine-Free Manganese(II)-Complex-Catalyzed Synthesis of Quinolines, Pyrroles, and Pyridines

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(13), С. 8351 - 8367

Опубликована: Июнь 21, 2022

Herein, we report a simple, phosphine-free, and inexpensive catalytic system based on manganese(II) complex for synthesizing different important N-heterocycles such as quinolines, pyrroles, pyridines from amino alcohols ketones. Several control experiments, kinetic studies, DFT calculations were carried out to support the plausible reaction mechanism. We also detected two potential intermediates in cycle using ESI-MS analysis. Based these metal-ligand cooperative mechanism was proposed.

Язык: Английский

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Merrifield resin-supported quinone as an efficient biomimetic catalyst for metal-free, base-free, chemoselective synthesis of 2,4,6-trisubstituted pyridines

Green Chemistry, Год журнала: 2019, Номер 21(20), С. 5683 - 5690

Опубликована: Янв. 1, 2019

Metal-free, base-free, biomimetic, and chemoselective synthesis of 2,4,6-trisubstituted pyridines was developed for the first time under mild conditions.

Язык: Английский

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Metal‐Ion/Metal Nanoparticle‐Anchored Porous Organic Polymers as Efficient Catalysts for Organic Transformations – A Recent Overview

Chemistry - An Asian Journal, Год журнала: 2023, Номер 18(8)

Опубликована: Фев. 23, 2023

Porous organic polymers are porous materials that interlinked with building blocks by strong covalent bonds. The functional groups on the can be carefully chosen to obtain a POP desired functionalities. In certain cases, pores or voids interact molecules via non-covalent interactions and hence they serve as catalytic centers. many pristine POPs themselves were evaluated heterogeneous catalysts for their activity. inner of act ligand metal ions/metal nanoparticles wide range metal-ion-anchored nanoparticle-loaded reported. These catalyze different reactions metal-based catalysis following pathway. this type catalysis, plays an important role, i. e., it serves carbon matrix, interacts interactions, further in metal/metal-ion-anchored POPs, concentration is highly reduced transformation effectively takes place at interface metal/carbon matrix. Herein, we discuss recent developments metal-ion/metal nanoparticle loaded role various transformations such C-C coupling reactions, borrowing hydrogen CO2 transformations, hydroformylations oxidation alkynes 1,2-diketones C-H arylation reactions.

Язык: Английский

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Iridium Supported on Phosphorus‐Doped Porous Organic Polymers: Active and Recyclable Catalyst for Acceptorless Dehydrogenation and Borrowing Hydrogen Reaction

Advanced Synthesis & Catalysis, Год журнала: 2019, Номер 361(24), С. 5695 - 5703

Опубликована: Окт. 22, 2019

Abstract Iridium‐on‐phosphorus‐doped porous organic polymers (POP−Ir) were developed by anchoring simple iridium onto the skeleton of through coordination bonds. This POP−Ir catalyst, which was thoroughly characterized means EDS, SEM, TEM, XRD, XPS, and FT‐IR, revealed excellent catalytic activity for reaction diphenyl phosphinamide with benzyl alcohols borrowing hydrogen strategy acceptorless dehydrogenation wide functional group tolerance. Moreover, this catalyst could be simply recovered reused at least five times without a significant loss activity, considerable application prospects. The mechanism investigated to further understand system transformations. Overall, has shown high reusability in between phosphinamides alcohols. magnified image

Язык: Английский

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Biogenic synthesis of δ‐MnO₂ nanoparticles: A sustainable approach for C‐alkylation and quinoline synthesis via acceptorless dehydrogenation and borrowing hydrogen reactions

Applied Organometallic Chemistry, Год журнала: 2023, Номер 37(7)

Опубликована: Апрель 26, 2023

The sustainable and environmentally benign biogenic synthesis of manganese‐oxide nanoparticles (MnO 2 NPs) in a single crystalline δ ‐phase its subsequent synthetic utility have been described. synthesized ‐MnO NPs were characterized using scanning electron microscopy (SEM), energy dispersive X‐ray (EDX), diffraction (XRD) analysis techniques. detailed envisages the reduction Mn(VII) to Mn(IV) was facilitated by various phytochemicals present aq. mango leaves extract, avoiding use external ligand source. perceived delta ( ) monoclinic phase, wherein spherical agglomerated morphology displayed with particle size <5 nm. Further, newly developed showcased for alpha‐keto‐alkylation quinoline via hydrogen autotransfer acceptorless dehydrogenative coupling strategy. Moreover, series control experiments, mechanistic elucidation, catalyst recyclability, dye removal study demonstrated.

Язык: Английский

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Borrowing Hydrogen Mechanism in Amine Alkylation by Single Atom Nickel Catalysts

ACS Catalysis, Год журнала: 2024, Номер 14(15), С. 11332 - 11342

Опубликована: Июль 15, 2024

The alkylation of amines with alcohols by borrowing hydrogen (BH) is a versatile synthetic route to various relevant compounds, including drugs and agrochemicals. atom economy this reaction, water as the sole byproduct, entails complex mechanism in which alcohol activation can follow multiple competing pathways. interest single catalysts (SACs) combining advantages homogeneous heterogeneous systems motivated computational study on BH catalyzed nickel SACs. We found that oxidation, charge, spin states system, well geometry support, all have strong influence mechanism. pyrrolic support was most reactive dicationic state nearly degenerate singlet triplet configurations. free energy catalyst hydrogenation H2 strongly correlated its reactivity, thus being useful descriptor. Further, followed an unusual reaction pathway takes delivers H equivalents, metal playing spectator role. This provides insights for further development

Язык: Английский

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Commercial Copper‐Catalyzed Aerobic Oxidative Synthesis of Quinazolinones from 2‐Aminobenzamide and Methanol

European Journal of Organic Chemistry, Год журнала: 2020, Номер 2020(18), С. 2730 - 2734

Опубликована: Апрель 8, 2020

The focus of this study was the development a new synthetic method for quinazolinones based on principles Green Chemistry. Quinazolinones were synthesized from 2‐aminobenzamide using methanol as both C1 source and green solvent in presence base Cs 2 CO 3 . Additionally, commercially available, economical copper complex used catalyst reaction. desired products achieved moderate to high yield with up 99 % isolated yield.

Язык: Английский

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Highly Efficient and Recyclable Porous Organic Polymer Supported Iridium Catalysts for Dehydrogenation and Borrowing Hydrogen Reactions in Water

ChemCatChem, Год журнала: 2021, Номер 13(22), С. 4751 - 4758

Опубликована: Сен. 2, 2021

Abstract Benzothiazole‐doped porous organic polymers ( POP‐MBTS ) were synthesized from a copolymerization reaction of 2‐(6‐(4‐vinylphenyl)pyridin‐2‐yl)benzo[ d ]thiazole with divinylbenzene. The corresponding POP‐MBTS‐Ir was obtained and fully characterized using SEM, TEM, EDS, TGA, XPS, N 2 sorption isotherms, which disclosed that this catalyst has high surface area, hierarchical porosity, thermodynamic stability. Importantly, revealed catalytic activity for ten different kinds borrowing hydrogen dehydrogenation reactions in water good recovery performance. Furthermore, mechanistic investigations conducted the synthesis triazine derivatives.

Язык: Английский

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Direct Construction of Julolidines via Reductive Annulation of Quinolines and Conjugated Enones by a MOF-Derived Hierarchically Porous Iridium Catalyst

ACS Catalysis, Год журнала: 2022, Номер 12(16), С. 10294 - 10303

Опубликована: Авг. 5, 2022

Here, we describe the development of a MOF-derived hierarchically porous ZrO2-supported iridium catalyst (Ir-N@HP-mesoZrO2), featuring sufficient accessible catalytic sites even with ultralow loading. Such was successfully applied to selective and direct construction julolidines via reductive annulation readily available quinolines conjugated enones, proceeding good substrate functional group compatibility, reusable catalyst, high step atom efficiency, easy applicability for fabrication molecules. The present work opens door further develop useful transformations by merging hydrogen transfer-mediated activation in situ incorporation coupling sequence under heterogeneous catalysis.

Язык: Английский

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