Recent Advances in the Enantioselective Synthesis of Chiral Amines via Transition Metal-Catalyzed Asymmetric Hydrogenation

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(1), P. 269 - 339

Published: Oct. 22, 2021

Chiral amines are key structural motifs present in a wide variety of natural products, drugs, and other biologically active compounds. During the past decade, significant advances have been made with respect to enantioselective synthesis chiral amines, many them based on catalytic asymmetric hydrogenation (AH). The review covers use AH bearing stereogenic center either α, β, or γ position nitrogen atom, reported from 2010 2020. Therefore, we provide an overview recent imines, enamides, enamines, allyl N-heteroaromatic

Language: Английский

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Futuristic applications of hydrogen in energy, biorefining, aerospace, pharmaceuticals and metallurgy

International Journal of Hydrogen Energy, Journal Year: 2021, Volume and Issue: 46(13), P. 8885 - 8905

Published: Jan. 28, 2021

Language: Английский

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Homogeneous and heterogeneous catalysts for hydrogenation of CO₂ to methanol under mild conditions

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 50(7), P. 4259 - 4298

Published: Jan. 1, 2021

This review summarizes the concepts, mechanisms, drawbacks and challenges of state-of-the-art catalysis for CO₂ to MeOH under mild conditions. Thoughtful guidelines principles future research are presented discussed.

Language: Английский

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Highly selective and robust single-atom catalyst Ru1/NC for reductive amination of aldehydes/ketones

Nature Communications, Journal Year: 2021, Volume and Issue: 12(1)

Published: June 2, 2021

Abstract Single-atom catalysts (SACs) have emerged as a frontier in heterogeneous catalysis due to the well-defined active site structure and maximized metal atom utilization. Nevertheless, robustness of SACs remains critical concern for practical applications. Herein, we report highly active, selective robust Ru SAC which was synthesized by pyrolysis ruthenium acetylacetonate N/C precursors at 900 °C N 2 followed treatment 800 NH 3 . The resultant 1 -N exhibits moderate capability hydrogen activation even excess , enables effective modulation between transimination hydrogenation activity reductive amination aldehydes/ketones towards primary amines. As consequence, it shows superior amine productivity, unrivalled resistance against CO sulfur, unexpectedly high stability under harsh hydrotreating conditions compared most nanocatalysts. This strategy will open an avenue rational design other demanding transformations.

Language: Английский

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Engineering Semiconductor Quantum Dots for Selectivity Switch on High-Performance Heterogeneous Coupling Photosynthesis

ACS Nano, Journal Year: 2022, Volume and Issue: 16(10), P. 17444 - 17453

Published: Sept. 28, 2022

Semiconductor-based photoredox catalysis brings an innovative strategy for sustainable organic transformation (e.g., C-C/C-X bond formation), via radical coupling under mild conditions. However, since semiconductors interact with photogenerated radicals unselectively, the precise control of selectivity such synthesis by steering conversion is extremely challenging. Here, judicious design a structurally well-defined and atomically dispersed cocatalyst over semiconductor quantum dots, we demonstrate switch on high-performance selective heterogeneous photosynthesis C-C or C-N along hydrogen production Ni-oxo cluster single Pd atom-decorated CdS dots crafted onto SiO2 support. Mechanistic studies unveil that Ph(•CH)NH2 PhCH2NH2•+ act as dominant intermediates divergent coupled vicinal diamines imines, respectively enabled clusters assisted radical-radical atom-assisted addition-elimination. This work overcomes pervasive difficulties regulation in semiconductor-based photochemical synthesis, highlighting vista utilizing cocatalysts active sites to maneuver unselective engineering toward photosynthesis.

Language: Английский

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Future of Hydrogen as an Alternative Fuel for Next-Generation Industrial Applications; Challenges and Expected Opportunities

Energies, Journal Year: 2022, Volume and Issue: 15(13), P. 4741 - 4741

Published: June 28, 2022

A general rise in environmental and anthropogenically induced greenhouse gas emissions has resulted from worldwide population growth a growing appetite for clean energy, industrial outputs, consumer utilization. Furthermore, well-established, advanced, emerging countries are seeking fossil fuel petroleum resources to support their aviation, electric utilities, sectors, processing essentials. There is an increasing tendency overcome these challenging concerns achieve the Paris Agreement’s priorities as technological advances energy technologies progress. Hydrogen expected be implemented various production applications fundamental future carrier materials development manufacturing processes. This paper summarizes recent developments hydrogen refining, hydrocarbon processing, manufacturing, pharmaceuticals, aircraft construction, electronics, other applications. It also highlights existing industrialization scenario describes prospective innovations, including theoretical scientific advancements, green raw production, potential exploration, renewable resource integration. Moreover, this article further discusses some socioeconomic implications of resource.

Language: Английский

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Silica-supported Fe/Fe–O nanoparticles for the catalytic hydrogenation of nitriles to amines in the presence of aluminium additives

Nature Catalysis, Journal Year: 2021, Volume and Issue: 5(1), P. 20 - 29

Published: Dec. 30, 2021

Abstract The hydrogenation of nitriles to amines represents an important and frequently used industrial process due the broad applicability resulting products in chemistry life sciences. Despite existing portfolio catalysts reported for nitriles, development iron-based heterogeneous this is still a challenge. Here, we show that impregnation pyrolysis iron(II) acetate on commercial silica produces reusable Fe/Fe–O@SiO 2 catalyst with well-defined structure comprising fayalite phase at Si–Fe interface α-Fe nanoparticles, covered by ultrathin amorphous iron(III) oxide layer, growing from matrix. These Fe/Fe–O core–shell presence catalytic amounts aluminium additives, promote all kinds including structurally challenging functionally diverse aromatic, heterocyclic, aliphatic fatty produce primary under scalable industrially viable conditions.

Language: Английский

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Nickel-catalyzed hydrogenative coupling of nitriles and amines for general amine synthesis

Science, Journal Year: 2022, Volume and Issue: 376(6600), P. 1433 - 1441

Published: June 23, 2022

Efficient and general methods for the synthesis of amines remain in high demand chemical industry. Among many known processes, catalytic hydrogenation is a cost-effective industrially proven reaction currently used to produce wide array such compounds. We report homogeneous nickel catalyst hydrogenative cross coupling range aromatic, heteroaromatic, aliphatic nitriles with primary secondary or ammonia. This protocol showcased by straightforward highly selective >230 functionalized structurally diverse including pharmaceutically relevant chiral products, as well 15N-isotope labeling applications.

Language: Английский

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Light-Induced Selective Hydrogenation over PdAg Nanocages in Hollow MOF Microenvironment

Journal of the American Chemical Society, Journal Year: 2022, Volume and Issue: 144(37), P. 17075 - 17085

Published: Sept. 7, 2022

Selective hydrogenation with high efficiency under ambient conditions remains a long-standing challenge. Here, yolk-shell nanostructured catalyst, PdAg@ZIF-8, featuring plasmonic PdAg nanocages encompassed by metal-organic framework (MOF, namely, ZIF-8) shell, has been rationally fabricated. PdAg@ZIF-8 achieves selective (97.5%) of nitrostyrene to vinylaniline complete conversion at temperature visible light irradiation. The photothermal effect Ag, together the substrate enrichment improves Pd activity. near-field enhancement from Ag and optimized electronic state alloying promote adsorption -NO2 group therefore catalytic selectivity. Remarkably, unique nanostructure not only facilitates access cores protects them aggregation but also benefits preferential irradiation, latter two which surpass core-shell counterpart, giving rise enhanced activity, selectivity, recyclability.

Language: Английский

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Borrowing Hydrogen Amination Reactions: A Complex Analysis of Trends and Correlations of the Various Reaction Parameters

ACS Catalysis, Journal Year: 2022, Volume and Issue: 12(12), P. 7142 - 7198

Published: June 1, 2022

Borrowing hydrogen or the autotransfer amination is a powerful approach to create single C–N bonds, starting from stable and readily available substrates: amines alcohols. It considered as one of most atom-efficient green methods synthesize complex amines. Herein, we attempted arrange array existing data in comprehensive structured manner determine correlations between experimental conditions catalysis outcome both within different groups catalysts defined using machine analysis. For each type N-nucleophiles (aromatic, aliphatic, heteroaromatic amines, amides), efficient working were suggested, including attributing optimal base temperature regime for metal.

Language: Английский

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