CuO as a reactive and reusable reagent for the hydrogenation of nitroarenes

Rajendran, K.; Nanjan, Pandurangan; Vinod, C. P.; Khan, Tuhin Suvra; Gupta, Shelaka; Haider, M. Ali; Jagadeesan, Dinesh

doi:10.1016/j.apcatb.2021.120417

Cited by 47 publications

(1 citation statement)

References 46 publications

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“…Nevertheless, most of the hydrogenation processes using H 2 as reductant still have some drawbacks, such as poor selectivity, harsh reaction conditions (e.g., high temperature, high pressure, or long reaction time), safety hazards, difficult hydrogen storage, and transportation. In this respect, the hydrazine hydrate system has therefore been considered a promising alternative due to its extremely mild reaction conditions as well as the absence of any byproducts. − For example, Wan et al recently reported a Zr-doped α-Fe 2 O 3 catalyst, which efficiently hydrogenated nitrobenzene (NB) to aniline (AN) at room temperature using hydrazine hydrate as the hydrogen source. Additionally, they identified a special direct reduction route that went through Ph–NO 2 → Ph–NHOH → Ph–NH 2 without the widely recognized Ph–NO intermediate for this hydrogenation .…”

Section: Introductionmentioning

confidence: 99%

Highly Efficient Iron-Based Catalyst for Light-Driven Selective Hydrogenation of Nitroarenes

Ma,

Mao,

et al. 2023

J. Am. Chem. Soc.

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Light-driven hydrogenation of nitro compounds to functionalized amines is of great importance yet a challenge for practical applications, which calls for the development of high-performance, nonprecious photocatalysts and efficient catalytic systems. Herein, we report a high-efficiency Fe 3 O 4 @TiO 2 photocatalyst via a sol−gel and subsequent pyrolysis strategy, which exhibits desirable photothermal hydrogenation performance of nitro compounds to functionalized amines with the excellent selectivity of >90% exceeding those of the state-of-the-art heterogeneous photocatalysts. Our experimental results and theoretical calculations for the first time reveal that Fe 3 O 4 is the major active phase, and the strong metal−support interaction between Fe 3 O 4 and reducible TiO 2 further leads to performance improvement, taking advantage of the enhanced photothermal effect and the improved adsorption for the reactant and hydrazine hydrate. Notably, a variety of halonitrobenzenes and pharmaceutical intermediates can be completely converted to functionalized amines with high selectivities, even in gram-scale reactions. This work provides a new insight into the rational design of nonprecious photo/thermo-catalysts for other catalytic reactions.

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Section: Introductionmentioning

confidence: 99%

Highly Efficient Iron-Based Catalyst for Light-Driven Selective Hydrogenation of Nitroarenes

Ma,

Mao,

et al. 2023

J. Am. Chem. Soc.

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Electrochemical Hydrogenation of Quinoline Enabled by Cu⁰‐Cu⁺ Dual Sites Coupled with Efficient Biomass Valorization in Aqueous Solution

Pan,

Bao,

Wang

et al. 2024

Adv Funct Materials

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The hydrogenation of nitrogen‐containing heterocyclic precursors in aqueous medium is challenging, especially at ambient temperature and pressure. Electrochemical hydrogenation (ECH) of quinoline to 1,2,3,4‐tetrahydroquinoline (THQ) at mild conditions using water as the hydrogen source is demonstrated with splendid activity on a Cu‐based nonprecicous catalyst. The yield of THQ is up to ≈100% with ≈100% selectivity at −1.275 V vs Hg/HgO. The real active sites and key intermediates are deciphered, where the Lewis acid‐base sites on the heterointerface of Cu/Cu2O are beneficial to the quinoline adsorption in a dual‐site coordination configuration and water dissociation to afford H*. The presence of Cu0 plays a vital role in inhibiting the binding of H*, which ensures good Faradaic efficiency. In addition, a novel co‐production system by coupling benzyl alcohol oxidation at the anode is established, achieving dual benefits in both energy utilization efficiency and economic benefits.

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La−Cu based heterogeneous perovskite catalyst for highly selective benzene hydroxylation under mild conditions

Kumar

Jagtap

Gupta

et al. 2022

Chemistry An Asian Journal

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Direct hydroxylation of benzene towards phenol with high conversion and selectivity remains a great challenge. We report herein an efficient La2CuO4 perovskite catalyst for one‐step oxidation of benzene using hydrogen peroxide under mild conditions. The catalyst was characterized using XRD, TEM, XPS, TG‐DTA, and other advanced techniques. The one‐pot hydroxylation reaction carried out at 60 °C under optimum reaction conditions in the presence of catalytic material shows benzene to phenol transformation with 51% conversion with >99% selectivity with 65 percent peroxide efficiency, respectively. The influence of reaction conditions such as temperature, amount of oxidant, reaction time and mode of addition of the oxidant was crucial in selectivity optimization.

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CuO as a reactive and reusable reagent for the hydrogenation of nitroarenes

Cited by 47 publications

References 46 publications

Highly Efficient Iron-Based Catalyst for Light-Driven Selective Hydrogenation of Nitroarenes

Highly Efficient Iron-Based Catalyst for Light-Driven Selective Hydrogenation of Nitroarenes

Electrochemical Hydrogenation of Quinoline Enabled by Cu⁰‐Cu⁺ Dual Sites Coupled with Efficient Biomass Valorization in Aqueous Solution

La−Cu based heterogeneous perovskite catalyst for highly selective benzene hydroxylation under mild conditions

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CuO as a reactive and reusable reagent for the hydrogenation of nitroarenes

Cited by 47 publications

References 46 publications

Highly Efficient Iron-Based Catalyst for Light-Driven Selective Hydrogenation of Nitroarenes

Highly Efficient Iron-Based Catalyst for Light-Driven Selective Hydrogenation of Nitroarenes

Electrochemical Hydrogenation of Quinoline Enabled by Cu0‐Cu+ Dual Sites Coupled with Efficient Biomass Valorization in Aqueous Solution

La−Cu based heterogeneous perovskite catalyst for highly selective benzene hydroxylation under mild conditions

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Electrochemical Hydrogenation of Quinoline Enabled by Cu⁰‐Cu⁺ Dual Sites Coupled with Efficient Biomass Valorization in Aqueous Solution