Biomass‐Derived Catalysts for Selective Hydrogenation of Nitroarenes

Sahoo, Basudev; Formenti, Dario; Topf, Christoph; Bachmann, Stephan; Scalone, Michelangelo; Junge, Kathrin; Beller, Matthias

doi:10.1002/cssc.201700796

Cited by 70 publications

(48 citation statements)

References 79 publications

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“…Co‐based catalysts have found wide applications in both electrochemically and thermally driven catalysis . For example, Beller recently reported an interesting work using a Co‐MOF derived composite for the synthesis of a wide array of amines .…”

Section: Methodsmentioning

confidence: 99%

MOF‐Derived Cobalt Phosphide/Carbon Nanocubes for Selective Hydrogenation of Nitroarenes to Anilines

Yang

Oveisi

et al. 2018

Chemistry A European J

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Transition-metal phosphides have received tremendous attention during the past few years because they are earth-abundant, cost-effective, and show outstanding catalytic performance in several electrochemically driven conversions including hydrogen evolution, oxygen evolution, and water splitting. As one member of the transition-metal phosphides, Co P-based materials have been widely explored as electrocatalyts; however, their application in the traditional thermal catalysis are rarely reported. In this work, cobalt phosphide/carbon nanocubes are designed and their catalytic activity for the selective hydrogenation of nitroarenes to anilines is studied. A high surface area metal-organic framework (MOF), ZIF-67, is infused with red phosphorous, and then pyrolysis promotes the facile production of the phosphide-based catalysts. The resulting composite, consisting of Co P/CN nanocubes, is shown to exhibit excellent catalytic performance in the selective hydrogenation of nitroarenes to anilines. To the best of our knowledge, this is the first report showing catalytic activity of a cobalt phosphide in nitroarenes hydrogenation.

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Section: Methodsmentioning

confidence: 99%

MOF‐Derived Cobalt Phosphide/Carbon Nanocubes for Selective Hydrogenation of Nitroarenes to Anilines

Yang

Oveisi

et al. 2018

Chemistry A European J

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“…Currently,t he most important and conventionals trategy for the synthesis of aniline derivatives is the selective reduction of corresponding nitroarenes. [1][2][3][4][5][6] There have been continuous efforts to develop catalytic hydrogenation procedures. [3][4][5][6][7][8] However,t hese processes are limited by specialized reaction equipment,l ow selectivity,a nd potential safetyi ssues regarding hydrogen storage and transportation.…”

Section: Introductionmentioning

confidence: 99%

“…[1][2][3][4][5][6] There have been continuous efforts to develop catalytic hydrogenation procedures. [3][4][5][6][7][8] However,t hese processes are limited by specialized reaction equipment,l ow selectivity,a nd potential safetyi ssues regarding hydrogen storage and transportation. In this respect, it is essential to develop as afe, clean, highly selective, and efficient process for the reduction of nitroarenes.C atalytic transfer hydrogenation (CTH) has been considered as ac andidate for reduction of nitroarenes with hydrogen donors, such as HCOOH( FA), [9,10] N 2 H 4 ·H 2 O, [11] NH 3 ·BH 3 , [12] andN aBH 4 .…”

Section: Introductionmentioning

confidence: 99%

Cobalt Entrapped in N,S‐Codoped Porous Carbon: Catalysts for Transfer Hydrogenation with Formic Acid

et al. 2019

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Catalysts with Co nanoparticles (NPs) entrapped in N,S‐codoped carbon shells were successfully fabricated by pyrolysis of porous organic polymers (POPs) with cobalt salts. The encapsulated structure consisting of Co NPs and N,S‐codoped carbon layers was verified by TEM, XRD, and X‐ray photoelectron spectroscopy. The catalysts displayed excellent activity and stability for the catalytic transfer hydrogenation (CTH) of nitrobenzene with formic acid under base‐free conditions. Furthermore, the resultant catalysts allowed for highly efficient and selective transfer hydrogenation of various functionalized nitroarenes to the corresponding anilines. Through control experiments, the covered Co NPs were identified as active sites for CTH. The incorporation of S into the N‐doped carbon lattice promoted the electron transfer from metallic cobalt NPs to their shells, which played a significant role in the acceleration of CTH. Moreover, the Co‐NSPC‐850 catalyst pyrolyzed at 850 °C showed excellent stability in the recycling experiments.

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“…[1][2][3] In particular, the catalytic hydrogenation of nitroarenes with supported catalysts is aw idely accepted strategy,d ue to the easy separation of the product and recovery andr ecyclability of catalyst. Generally, aromatica mines can be synthesized through catalytic reduction or hydrogenation of the corresponding nitroarenes.…”

Section: Introductionmentioning

confidence: 99%

Biomass Sucrose‐Derived Cobalt@Nitrogen‐Doped Carbon for Catalytic Transfer Hydrogenation of Nitroarenes with Formic Acid

et al. 2018

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Fabrication of non‐noble metal‐based heterogeneous catalysts by a facile and cost‐effective strategy for ecofriendly catalytic transfer hydrogenation (CTH) is of great significance for organic transformations. A cobalt@nitrogen‐doped carbon (Co@NC) catalyst was prepared from renewable biomass‐derived sucrose, harmless melamine, and earth‐abundant Co(AcO)2 as the precursor materials by hydrothermal treatment and carbonization. Co nanoparticles (NPs) were coated with NC shells and uniformly embedded in the NC framework. The as‐obtained Co@NC‐600 (carbonized at 600 °C) catalyst exhibited excellent catalytic efficiency for CTH of various functionalized nitroarenes with formic acid (FA) as hydrogen donor in aqueous solution. The uniformly incorporated N atoms in the C matrix and the encapsulated Co NPs showed synergistic effects in the CTH reactions. A mechanistic analysis indicated that the protons from FA were activated by Co sites after being captured by N atoms, and then reacted with nitroarenes adsorbed on the surface of the catalysts to generate the corresponding aromatic amines. Moreover, the catalyst showed excellent durability and reusability without obvious decrease in activity even after five reaction cycles. Thus, the study reported herein provides a cost‐effective, sustainable strategy for fabrication of biomass‐derived non‐noble metal‐based catalysts for green and efficient catalytic transformations.

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Biomass‐Derived Catalysts for Selective Hydrogenation of Nitroarenes

Cited by 70 publications

References 79 publications

MOF‐Derived Cobalt Phosphide/Carbon Nanocubes for Selective Hydrogenation of Nitroarenes to Anilines

MOF‐Derived Cobalt Phosphide/Carbon Nanocubes for Selective Hydrogenation of Nitroarenes to Anilines

Cobalt Entrapped in N,S‐Codoped Porous Carbon: Catalysts for Transfer Hydrogenation with Formic Acid

Biomass Sucrose‐Derived Cobalt@Nitrogen‐Doped Carbon for Catalytic Transfer Hydrogenation of Nitroarenes with Formic Acid

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