Imidazolium based ionic liquid-phase green catalytic reactions

Migowski, Pedro; Lozano, Pedro; Dupont, Jaı̈rton

doi:10.1039/d2gc04749g

Cited by 33 publications

(21 citation statements)

References 295 publications

(462 reference statements)

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“…Typically, the conversion of CO 2 involves adsorption, activation, and transformation. As one of the most versatile family of ILs for catalytic processes, multitudinous imidazolium ILs have been reported to be accelerants for CO 2 capture and adsorption, as well as efficient catalysts. , Besides, ILs as a reaction medium could facilitate the separation and recycling of homogeneous catalysts via multi-phase catalysis, resulting in superior catalytic performance and environmental benefits. The Ru(II) complexes have been reported to give high catalytic performance in the N-formylation of amines, , but the expensive, toxic, and air/moisture-sensitive organic ligands are usually needed to regulate the Ru active center.…”

Section: Introductionmentioning

confidence: 99%

Ruthenium Single-Atom Anchored in Polyoxometalate-Ionic Liquids for N-Formylation of Amines with CO₂ and H₂

Chen

Jiang

et al. 2023

ACS Catal.

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In this work, we have developed a Ru single-atom substituted polyoxometalate-based ionic liquid ([TOMA6SiW11O39Ru(dmso)], TOMA = methyltrioctylammonium, named as Ru-POM-IL) and confirmed that the single-atom Ru is anchored into the framework of the POM. The binary ionic liquid (IL) system, composed of the POM-based IL and 1-butyl-3-methyl-imidazolium acetate (BMImOAc), exhibits high efficiency for N-formylation of amines with CO2 and H2, leading to formylamides with high yields in toluene-IL biphasic media. The characterization by laser confocal scanning microscopy reveals a specific sponge-like structure of the binary IL, facilitating the efficient contact between the catalytic active sites and the substrate molecules. Detailed investigations elucidate that the reaction proceeds via a pathway with formate intermediates, including CO2 adsorption and activation by BMImOAc, morpholine-assisted heterolytic splitting of H2 into Ru–Hδ‑ species and the Hδ+ attachment to the morpholine N center; the coupling of CO2 with Ru–Hδ‑ to afford formate species; and then the dehydration of the formate intermediates to formamides. The catalytic system exhibits offered advantages of high efficiency, robustness, and recyclability in the N-formylation reaction.

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Section: Introductionmentioning

confidence: 99%

Ruthenium Single-Atom Anchored in Polyoxometalate-Ionic Liquids for N-Formylation of Amines with CO₂ and H₂

Chen

Jiang

et al. 2023

ACS Catal.

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“…SILPs are also excellent supports for stabilizing small NPs and tuning their reactive environment. But the organic groups tend to detach from the silica surface due to the reversible hydrolysis and condensation of organosilane and Si−OH especially in the presence of water [23–26] . The polymer gels generally have low BET surface area and disordered porous structure, which is not beneficial for dispersing ultra‐fine metal NPs.…”

Section: Introductionmentioning

confidence: 99%

Tuning the Surface Wettability of Pd/COFs for Selective Hydrogenation

et al. 2023

ChemCatChem

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Covalent organic frameworks (COFs) with imine linkage are promising solid supports to disperse ultra-fine metal nanoparticles (NPs), but the modulation of their surface wettability, an important parameter affecting the catalytic performance of metal NPs, is still very challenging. Here, we report the preparation of two imine-linked COFs with moderate and strong surface hydrophobicity by changing the carbon chain length of side oxyalkyl groups. Ultra-small Pd NPs with an average size of ~2.0 nm was successfully loaded on the two COFs, attributed to the strong interactions of Pd NPs and imine linkage as evidenced by the electron donating from imine linkage to Pd NPs by XPS characterizations. The TOF of Pd/COF is much higher than commercial Pd/C (714 h À 1 vs 489 h À 1 ) in the hydrogenation of nitrobenzene, which is attributed to the electron rich Pd, the hydrophobic surface and crystalline structure of COFs. Pd NPs on COFs with strong hydrophobicity are more active than those on COFs with moderate hydrophilicity in the hydrogenation of moderate lipophilic nitro compounds such as nitrobenzene, methyl nitrobenzene and nitronaphthalene. Reversed tendency was observed for the hydrogenation of moderate hydrophilic p-amino-nitrobenzene. The modulation of the surface wettability of COFs provides an efficient strategy to improve the catalytic performance of supported metal NPs.

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“…Because of their low vapor pressure, non-flammability, good chemical and thermal stability, excellent solubility for substrates and chiral catalysts, and structural designability, 5,6 ionic liquids (ILs) have been widely used as green solvents and catalyst carriers in various asymmetric catalytic reactions and organic synthesis. 7–9 Despite the significant progress in applying ILs, certain limitations remain.…”

Section: Introductionmentioning

confidence: 99%

Highly efficient and recyclable chiral phosphine-functionalized polyether ionic liquids for asymmetric hydrogenation of β-keto esters

Wang,

Zhang,

Xie

et al. 2023

RSC Adv.

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Imidazolium based ionic liquid-phase green catalytic reactions

Abstract: 1,3-dialkyl imidazolium salts are amongst the most versatile family of ionic liquids (ILs) for catalytic processes, acting as a solvents, supports or modifiers given their anisotropic-like structural organisation, as well...

Cited by 33 publications

References 295 publications

Ruthenium Single-Atom Anchored in Polyoxometalate-Ionic Liquids for N-Formylation of Amines with CO₂ and H₂

Ruthenium Single-Atom Anchored in Polyoxometalate-Ionic Liquids for N-Formylation of Amines with CO₂ and H₂

Tuning the Surface Wettability of Pd/COFs for Selective Hydrogenation

Highly efficient and recyclable chiral phosphine-functionalized polyether ionic liquids for asymmetric hydrogenation of β-keto esters

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Imidazolium based ionic liquid-phase green catalytic reactions

Abstract: 1,3-dialkyl imidazolium salts are amongst the most versatile family of ionic liquids (ILs) for catalytic processes, acting as a solvents, supports or modifiers given their anisotropic-like structural organisation, as well...

Cited by 33 publications

References 295 publications

Ruthenium Single-Atom Anchored in Polyoxometalate-Ionic Liquids for N-Formylation of Amines with CO2 and H2

Ruthenium Single-Atom Anchored in Polyoxometalate-Ionic Liquids for N-Formylation of Amines with CO2 and H2

Tuning the Surface Wettability of Pd/COFs for Selective Hydrogenation

Highly efficient and recyclable chiral phosphine-functionalized polyether ionic liquids for asymmetric hydrogenation of β-keto esters

Contact Info

Product

Resources

About

Ruthenium Single-Atom Anchored in Polyoxometalate-Ionic Liquids for N-Formylation of Amines with CO₂ and H₂

Ruthenium Single-Atom Anchored in Polyoxometalate-Ionic Liquids for N-Formylation of Amines with CO₂ and H₂