Novelties of azobenzene synthesis via selective hydrogenation of nitrobenzene over nano-fibrous Ag-OMS-2 – Mechanism and kinetics

Yadav, Ganapati D.; Mewada, Rajubhai K.

doi:10.1016/j.cej.2013.01.074

Cited by 40 publications

(18 citation statements)

References 30 publications

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“…The extracted apparent activation energies obtained from the Arrhenius plots ( Fig. 4(aII)) were very close for both Cu loadings (29 ± 3 kJ mol -1 ) and within the range (12-54 kJ mol -1 ) reported for nitrobenzene hydrogenation over supported Ag [53], Pd [54] and Ni [22] catalysts. An essential requirement for effective dehydrogenation-hydrogenation coupling is that the former proceeds at a greater rate than the latter in order to ensure a sufficient H 2 supply.…”

Section: Catalytic Responsementioning

confidence: 51%

‘‘Hydrogen-Free’’ Hydrogenation of Nitrobenzene Over Cu/SiO2 Via Coupling with 2-Butanol Dehydrogenation

Hao

Cárdenas‐Lizana

et al. 2014

Top Catal

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The feasibility of a coupled reaction system for the simultaneous production of 2-butanone (from 2-butanol dehydrogenation) and aniline (from nitrobenzene hydrogenation) over Cu/SiO 2 in continuous gas phase operation without an external H 2 supply has been established. Two (15.9 and 1.8 % w/w) Cu/SiO 2 catalysts were prepared by deposition-precipitation and characterised in terms of N 2 physisorption, temperature programmed reduction (TPR), H 2 chemisorption, powder XRD, STEM and XPS analysis. Following TPR, the higher Cu loading showed a wider particle size distribution (1-15 nm, mean 7.8 nm) than 1.8 % w/w Cu/SiO 2 (1-6 nm, mean 3.1 nm), where the latter exhibited a modified electronic character based on XPS measurements and a (fourfold) higher H 2 uptake capacity. The reactions showed antipathetic (dehydrogenation) and sympathetic (hydrogenation) structure sensitivity in terms of turnover frequency (TOF) dependence on Cu size. We have achieved, for the first time, 100 % yield to both target products (2-butanone and aniline) with appreciably (by a factor of 50) enhanced hydrogen utilisation in the coupled system relative to conventional nitrobenzene reduction using pressurised H 2 . Our results establish in situ hydrogen generation via catalytic dehydrogenation as a viable hydrogenation route to commercially important products.

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Section: Catalytic Responsementioning

confidence: 51%

‘‘Hydrogen-Free’’ Hydrogenation of Nitrobenzene Over Cu/SiO2 Via Coupling with 2-Butanol Dehydrogenation

Hao

Cárdenas‐Lizana

et al. 2014

Top Catal

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“…Unfortunately, In some cases, the reduction of nitroaromatic compounds led to the formation of intermediate because of partial hydrogenation, in which the azobenzene was a major product. 32 However, it is not an easy task for the selective and high-yield synthesis of azobenzene with nanosilver catalyst.…”

Section: Reduction Of Nitroaromaticsmentioning

confidence: 99%

Nanosilver as a new generation of silver catalysts in organic transformations for efficient synthesis of fine chemicals

Dong

Gao

Yang

et al. 2015

Catal. Sci. Technol.

292

147

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Among the metal-based nanoparticles, silver nanoparticles catalysis has been of great interest in organic synthesis and has expanded rapidly in the past ten years because of nanosilver catalysts' unique reactivity and selectivity, stability, as well as recyclability in catalytic reactions. As can be seen from the research results reported in this critical review, the application of heterogeneous silver-based nanoparticles to general organic reactions has proved to be an effective strategy in the development of highly efficient organic transformations in term of efficiency and selectivity. In particular, this review revealed the powerful potential of nanosilver catalysis in total synthesis of natural products and pharmaceutical molecules.

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“…The first peak relates to the formation of dispersed nanoscale crystallites in the amorphous matrix and the second relates to percolation grain growth and crystallization throughout the bulk of the materials. 15 The catalytic properties of the amorphous alloy Fe-B nanorods were tested for hydrogenation of nitrobenzene, as shown in Figure 5. The results revealed that the lower conversion (18%) was obtained with ethanol as the only solvent, and water addition can promote the activity of hydrogenation to 94% during 20 h. But the conversion of nitrobenzene can be negligible in the absence of amorphous alloy Fe-B nanorods.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Amorphous Fe–B Nanorods with Catalytic Hydrogenation Activity Using α-FeOOH Nanorods as Templates

Zhang

et al. 2017

j nanosci nanotechnol

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Amorphous alloy catalyst has attracted much attention in recent years because of its excellent catalytic performance in fine chemical energy and environmental relevant reactions. Amorphous Fe-B nanorods were prepared by reducing -FeOOH nanorods at room temperature. With the characterization of X-ray diffraction, X-ray photoelectron, and transmission electron microscopy, the results show that Fe-B was one-dimensional structure and amorphous nature. The nanorods were about 10 nm in diameter and hundreds nanometer in length. The catalytic activity of the Fe-B nanorods was tested for hydrogenation of nitrobenzene to aniline. Furthermore, hydrogenation of nitrobenzene to aniline over the Fe-B nanorods was found to be promoted by adding some water into the solvent of ethanol.

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Novelties of azobenzene synthesis via selective hydrogenation of nitrobenzene over nano-fibrous Ag-OMS-2 – Mechanism and kinetics

Cited by 40 publications

References 30 publications

‘‘Hydrogen-Free’’ Hydrogenation of Nitrobenzene Over Cu/SiO2 Via Coupling with 2-Butanol Dehydrogenation

‘‘Hydrogen-Free’’ Hydrogenation of Nitrobenzene Over Cu/SiO2 Via Coupling with 2-Butanol Dehydrogenation

Nanosilver as a new generation of silver catalysts in organic transformations for efficient synthesis of fine chemicals

Synthesis of Amorphous Fe–B Nanorods with Catalytic Hydrogenation Activity Using α-FeOOH Nanorods as Templates

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