Molecular ruthenium complexes anchored on magnetic nanoparticles that act as powerful and magnetically recyclable stereospecific epoxidation catalysts

Vaquer, Lydia; Riente, Paola; Sala, Xavier; Jansat, Susanna; Benet‐Buchholz, Jordi; Llobet, Antoni; Pericàs, Miquel À.

doi:10.1039/c2cy20616a

Cited by 21 publications

(20 citation statements)

References 58 publications

(58 reference statements)

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“…Another solid support that has attracted considerable attention in recent decades is magnetic NPs because they are readily available, chemically stable, and can be prepared by simple methods. Furthermore, according to the strong magnetism of Fe 3 O 4 , these immobilized substances can be rapidly and completely separated from the reaction medium by using an external magnet …”

Section: Introductionmentioning

confidence: 64%

“…Furthermore, according to the strong magnetism of Fe 3 O 4 , these immobilized substances can be rapidly and completely separated from the reaction medium by using an external magnet. [23][24][25] Transition metal-catalyzed CÀ O bond formation with aryl halides and aromatic phenols is a powerful tool to prepare diarylethers. [26,27] These products are commonly found in a variety of important compounds including a number of pharmaceuticals, agrochemicals, polymers, and life science.…”

Section: Introductionmentioning

confidence: 99%

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Palladium‐Catalyzed O‐Arylation Reaction Using Different Heterogeneous Catalyst Systems: The Role of Support

Firuzabadi

Asadi

2018

ChemistrySelect

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Palladium complex of 2‐(diphenylphosphino)benzaldehyde (P,N‐ligand) was immobilized on three different amino functionalized supports such as MCM‐41, SBA‐16, and Fe3O4 nanoparticles (NPs) to evaluate their catalytic activity toward O‐arylation reaction. Catalytic results showed that P,N−Pd‐MCM‐41 catalyst exhibited much higher activity than the other two catalysts due to the higher active surface sites and could be reused for several runs without significant loss in its catalytic activity. Notably, the reaction was done under solvent‐free condition which is important from the green chemistry point of view. The catalysts were characterized by different techniques including X‐ray diffraction (XRD), Fourier‐transform infrared spectroscopy (FT‐IR), thermogravimetric analysis (TGA), transmission electron micrograph (TEM), scanning electron microscopy (SEM), X‐ray photoelectron spectroscopy (XPS), energy dispersive X‐ray spectroscopy (EDS), elemental analysis (CHN), inductively coupled plasma (ICP) spectroscopy, and N2 adsorption–desorption analysis.

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Section: Introductionmentioning

confidence: 64%

Section: Introductionmentioning

confidence: 99%

Palladium‐Catalyzed O‐Arylation Reaction Using Different Heterogeneous Catalyst Systems: The Role of Support

Firuzabadi

Asadi

2018

ChemistrySelect

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“…The OH‐moieties can be used as anchor for the covalent binding of appropriate catalyst molecules; the magnetism allows a straightforward separation of the heterogeneous catalyst from the reaction mixture simply by magnetic decantation. This strategy was followed by Llobet, Pericàs and co‐workers who attached [Ru(tpy)(N N)Br] + complexes to Fe 3 O 4 NMPs via a phosphonate group present on the tpy ligand (N N: bidentate ligand, such as bpy, 2,2′‐bipyrimidine (bpym) or 2‐phenylazopyridine (azpy) . The catalyst‐loaded NMPs were characterized by UV/vis absorption and IR spectroscopy, CV measurements as well as TEM imaging (Figure ).…”

Section: Terpyridine Complexes As Catalysts For Organic Reactionsmentioning

confidence: 99%

Metal‐Terpyridine Complexes in Catalytic Application – A Spotlight on the Last Decade

Winter

Schubert

2020

ChemCatChem

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2,2′:6′,2′′‐Terpyridine (tpy) and its derivatives represent highly versatile ligands for the complexation of transition metal ions. Today, such complexes are employed in a highly diverse fashion – including inter alia materials science, opto‐electronics, pharmacy or catalysis. Concerning the latter one, a vast development has led to new or improved applications in both “conventional” organic chemistry (i. e., catalysis of functional‐group interconversions, CH‐activation or cross‐coupling reactions) as well as energy‐related applications (e. g., CO2 reduction, artificial photosynthesis, dye degradation). In this respect, not only homogeneous catalysts (i. e., molecular complexes) but also heterogeneous and recyclable ones have moved to the focus of interest. These heterogeneous structures include 1D metallopolymers, metal‐organic frameworks (MOFs), organic‐inorganic hybrids and bio‐inspired catalysts. We gave a first overview on this topic already in 2011; in here, the methods and implementations established within the last decade as well as relevant contributions from earlier works are presented and discussed.

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“…Numerous functionalized MNPs have been employed as catalysts in C-C coupling reactions [32][33][34], Ritter reaction [35], stereospecific epoxidation [36], cyanosilylation of carbonyl compounds [37], Knoevenagel condensation [38], Friedlander reaction [39], reduction of a,b-epoxy ketones [40], multicomponents reactions [41], selective hydrogenation [42], and asymmetric Michael addition [43]. Recently, Sobhani and his coworkers reported a pyridine catalyst anchored on nano c-Fe 2 O 3 and its application in the preparation of b-phosphonomalonates using a,bunsaturated malonates as starting materials [44].…”

Section: Introductionmentioning

confidence: 99%

Novel Ionic Tagged Amine Anchored on Magnetic Nanoparticles: An Efficient and Magnetically Recyclable Catalyst for Phospha-Michael Addition

Qiu

et al. 2014

Catal Lett

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Ionic tagged propyl amine immobilized on magnetic nanoparticles (MNPs) was synthesized and fully characterized. The novel catalyst (MNPs@PA-IL) was applied in phospha-Michael addition and gave the desired b-phosphonomalonates in good yields. The MNPs supported catalyst with ionic tag could be readily recovered from the reaction mixture using an external magnet. Compared with ionic-free counterpart (MNPs@PA), MNPs@PA-IL present better catalytic activity. The proposed mechanism regarding the MNPs@PA-IL catalyzed phospha-Michael reaction was also discussed.

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Molecular ruthenium complexes anchored on magnetic nanoparticles that act as powerful and magnetically recyclable stereospecific epoxidation catalysts

Cited by 21 publications

References 58 publications

Palladium‐Catalyzed O‐Arylation Reaction Using Different Heterogeneous Catalyst Systems: The Role of Support

Palladium‐Catalyzed O‐Arylation Reaction Using Different Heterogeneous Catalyst Systems: The Role of Support

Metal‐Terpyridine Complexes in Catalytic Application – A Spotlight on the Last Decade

Novel Ionic Tagged Amine Anchored on Magnetic Nanoparticles: An Efficient and Magnetically Recyclable Catalyst for Phospha-Michael Addition

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