Advancement in methodologies for reduction of nitroarenes

Kadam, Hari K.; Tilve, Santosh G.

doi:10.1039/c5ra10076c

Cited by 295 publications

(176 citation statements)

References 180 publications

(66 reference statements)

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“…Among them, nitrophenols have high solubility and stability in water, which lead to health hazards in human and animals . One way to solve this problem is the catalytic reduction of nitro compounds to the corresponding amines which are valuable chemicals in synthetic organic chemistry . For instance, obtained aminophenols from reduction of nitrophenols are non‐toxic and used in the synthesis of drugs, rubber materials, photographic resources and industrial dyes .…”

Section: Introductionmentioning

confidence: 99%

Co/Cu bimetallic ZIF as New heterogeneous catalyst for reduction of nitroarenes and dyes

Naghshbandi

Sansano

2020

Applied Organom Chemis

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Nowadays one of the great challenges is to design new bimetallic catalysts with enhanced catalytic activity, selectivity and recycling properties. In this work, the preparation of new Co/Cu bimetallic Zeolitic Imidazolate Framework (Co‐Cu/ZIF) as an efficient catalyst for the reduction of nitro compounds and organic dyes is described. Co‐Cu/ZIF was characterized with different techniques such as SEM, TEM, XRD, XPS, TGA, FT‐IR and UV–vis absorption indicating formation of entirely uniform cubic particles. Using this catalyst, structurally different aromatic nitro compounds were reduced efficiently to corresponding amines in excellent yields. Kinetic studies revealed that the reduction rates of nitrophenol isomers follow 3‐NP > 4‐NP > 2‐NP order. The catalytic activity of Co‐Cu/ZIF was further investigated in the reduction of organic dyes such as methyl orange (MO) and rhodamine B (RhB). This catalyst was recycled for at least ten runs in the reduction of 4‐nitrophenol without a noticeable decrease in activity and reused catalyst was characterized.

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Section: Introductionmentioning

confidence: 99%

Co/Cu bimetallic ZIF as New heterogeneous catalyst for reduction of nitroarenes and dyes

Naghshbandi

Sansano

2020

Applied Organom Chemis

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“…Its preparation was made simpler and cheaper than the previous reported one [7], without affecting its reactivity, stability and recyclability characteristics. At the light of these results [Rh]/DHTANa seems a good choice for the selective reduction of the nitro group when also a halo group is present in the same molecule [10].…”

Section: Discussionmentioning

confidence: 99%

Selective reduction of halo-nitro aromatic compounds using [Rh]/DHTANa as catalyst in an aqueous bi-phase system

Rathod

Paganelli

Piccolo³

2016

Catalysis Communications

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The use of water as co-solvent for biphasic reactions and of easily recyclable water-soluble catalysts are highly desirable for the realization of greener processes. The selective reduction of halo nitroarenes to the corresponding haloanilines is a very important industrial transformation for the production of agrochemicals, pigments, bactericides and pharmaceuticals and is not easy to obtain. The application of a water soluble catalyst, prepared by rhodium species and a cheap thioligand, in the hydrogenation of some halonitroarenes is here described. Excellent conversions, good recyclability of the catalytic species embedded in the aqueous phase and very high selectivity are demonstrated.

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“…Among the transition metal catalysts, palladium‐based catalysts appear superior on one of the S‐M cross‐coupling reaction between an arylboronic acid and an aryl halide. On the other hand, the most popular and promising route for the transformation of nitro groups to amine groups is the transition metal‐catalyzed hydrogenation reaction . The reduction of nitroarenes is also an important process since the products of aromatic amines bearing groups, such as chloro‐, carbonyl, cyano are important intermediates in the synthesis of chemicals .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of water soluble Pd‐Piperidoimidazolin‐2‐ylidene complexes and their catalytic activities in neat water

Çakır

Türkmen

2020

Applied Organom Chemis

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Through the strategy of water soluble N‐heterocyclic carbene (NHC) ligand, Pd‐catalyzed reactions were developed in aqueous media. Therefore, four new piperidoimidazolinium salts (1a‐d) consisting of sulfonate (a), esther (b, c) and carboxylic acid (d) functionalities and their water‐soluble Pd‐NHC complexes (2a‐d) were synthesized. The new compounds were characterized by elemental analysis, FTIR, TGA, UV–vis and NMR spectroscopy. The catalytic activities of water soluble Pd‐NHC complexes (2a‐d) were investigated using the Suzuki‐Miyaura (S‐M) reaction and the reduction of nitroarenes. We found that the water‐soluble polar or ionic groups on piperidoimidazolin‐2‐ylidine had an effect on the catalytic activity. The water‐soluble catalyst can be recycled efficiently and reused six times with only a very slight loss of catalytic activity.

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Advancement in methodologies for reduction of nitroarenes

Abstract: Recent advancement in reduction methods of nitroarenes are reviewed. The different methods are classified based on the source of hydrogen utilized during reduction and the mechanism involved in the reduction process.

Cited by 295 publications

References 180 publications

Co/Cu bimetallic ZIF as New heterogeneous catalyst for reduction of nitroarenes and dyes

Co/Cu bimetallic ZIF as New heterogeneous catalyst for reduction of nitroarenes and dyes

Selective reduction of halo-nitro aromatic compounds using [Rh]/DHTANa as catalyst in an aqueous bi-phase system

Synthesis of water soluble Pd‐Piperidoimidazolin‐2‐ylidene complexes and their catalytic activities in neat water

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