Highly efficient aqueous phase reduction of nitroarenes catalyzed by phosphine-decorated polymer immobilized ionic liquid stabilized PdNPs

Doherty, Simon; Knight, Julian G.; Backhouse, T.; Bradford, Andrew P.; Saunders, Frank L.; Bourne, Richard A.; Chamberlain, Thomas W.; Stones, Rebecca; Clayton, Adam D.; Lovelock, Kevin R. J.

doi:10.1039/c7cy02557b

Cited by 65 publications

(38 citation statements)

References 106 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The reduction of nitroarenes is one of the most used catalytic processes since the aniline and their derivatives represent a large part of the market in the organic chemical industry. This reaction implies the transformation of compounds of pollutant nature into intermediates in the industrial productions of agrochemicals, polymers, pharmaceuticals, dyes, and pigments [19][20][21][22][23][24][25].…”

Section: Introductionmentioning

confidence: 99%

Highly Active Hydrogenation Catalysts Based on Pd Nanoparticles Dispersed along Hierarchical Porous Silica Covered with Polydopamine as Interfacial Glue

et al. 2020

View full text Add to dashboard Cite

New catalysts based on Pd(0) nanoparticles (Pd NPs) on a bimodal porous silica of the UVM-7/polydopamine (PDA) support have been synthesized following two preparative strategies based on the sequential or joint incorporation of two components of the composite (Pd and PDA). We analyzed the role played by the PDA as ‘interfacial glue’ between the silica scaffold and the Pd NPs. The catalysts were tested for the hydrogenation of 4-nitrophenol using (NEt4)BH4 as the hydrogenating agent. In addition to the palladium content, the characterization of the catalysts at the micro and nanoscale has highlighted the importance of different parameters, such as the size and dispersion of the Pd NPs, as well as their accessibility to the substrate (greater or lesser depending on their entrapment level in the PDA) on the catalytic efficiency. Staged sequential synthesis has led to better catalytic results. The most active Pd(0) centers seem to be Pd NPs of less than 1 nm on the PDA surface. The efficiency of the catalysts obtained is superior to that of similar materials without PDA. A comprehensive comparison has been made with other catalysts based on Pd NPs in a wide variety of supports. The TOF values achieved are among the best described in the literature.

show abstract

Section: Introductionmentioning

confidence: 99%

Highly Active Hydrogenation Catalysts Based on Pd Nanoparticles Dispersed along Hierarchical Porous Silica Covered with Polydopamine as Interfacial Glue

et al. 2020

View full text Add to dashboard Cite

show abstract

“…Generally, aromatica mines can be synthesized through catalytic reduction or hydrogenation of the corresponding nitroarenes. [9] Wang and co-workers fabricated heterogeneous nonnoble metal nickel-molybdenum oxide catalystss upported on ordered mesoporous silica SBA-15t hat exhibited excellent catalytic activity for catalytic hydrogenation of nitroarenes with hydrazineh ydrate as hydrogen donor. To date, supported catalysts such as noble-metal catalysts, non-noble metal catalysts, and metal-free catalysts have been reported for catalytic hydrogenationo fn itroarenes.…”

Section: Introductionmentioning

confidence: 99%

“…[4][5][6][7][8] For example, Doherty et al reported phosphine-decorated, polymer-immobilized, ionic-liquid-stabilized palladium nanoparticles (NPs) for highly efficient hydrogenation of nitroarenes. [9] Wang and co-workers fabricated heterogeneous nonnoble metal nickel-molybdenum oxide catalystss upported on ordered mesoporous silica SBA-15t hat exhibited excellent catalytic activity for catalytic hydrogenation of nitroarenes with hydrazineh ydrate as hydrogen donor. [10] Li and co-workers reported B/N-codoped graphene-like carbon as an efficient metal-free catalyst for the hydrogenation of nitroarenes.…”

Section: Introductionmentioning

confidence: 99%

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

et al. 2018

View full text Add to dashboard Cite

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.

show abstract

“…5b,6,13 Due to the strong interaction between transition metals and phosphine ligands, transition metals supported on phosphine functionalized POPs usually exhibited long-term reusability, excellent leaching resistant ability, and high catalytic activities. 6,13,14 Some of them even outperformed the activities of their homogeneous analogues. 6a,15 However, performing an organic reaction in water over a solid catalyst inevitably suffers from poor mass transfer efficiency of the hydrophobic organic substances, and thus, leading to low catalytic efficiency.…”

Section: Introductionmentioning

confidence: 99%

Palladium/phosphorus-functionalized porous organic polymer with tunable surface wettability for water-mediated Suzuki–Miyaura coupling reaction

Lei

Chen

2019

RSC Adv.

View full text Add to dashboard Cite

show abstract

Highly efficient aqueous phase reduction of nitroarenes catalyzed by phosphine-decorated polymer immobilized ionic liquid stabilized PdNPs

Abstract: Phosphino-decorated polymer immobilised ionic liquid-stabilised PdNPs are highly efficient catalysts for the aqueous phase hydrogenation and transfer hydrogenation of aromatic nitro compounds in batch and continuous flow.

Cited by 65 publications

References 106 publications

Highly Active Hydrogenation Catalysts Based on Pd Nanoparticles Dispersed along Hierarchical Porous Silica Covered with Polydopamine as Interfacial Glue

Highly Active Hydrogenation Catalysts Based on Pd Nanoparticles Dispersed along Hierarchical Porous Silica Covered with Polydopamine as Interfacial Glue

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

Palladium/phosphorus-functionalized porous organic polymer with tunable surface wettability for water-mediated Suzuki–Miyaura coupling reaction

Contact Info

Product

Resources

About