A novel magnetically recoverable palladium nanocatalyst containing organoselenium ligand for the synthesis of biaryls via Suzuki-Miyaura coupling reaction

Published on Mar 1, 2020in Journal of Physics and Chemistry of Solids3.995
· DOI :10.1016/J.JPCS.2019.109251
Yalda Rangraz7
Estimated H-index: 7
(Semnan University),
Firouzeh Nemati21
Estimated H-index: 21
(Semnan University),
Ali Elhampour16
Estimated H-index: 16
(Semnan University)
Sources
Abstract
Abstract In the present work, a novel heterogeneous catalytic system involving palladium(II) complex as moisture- and air-stable organoselenium ligand supported on Fe3O4 nanoparticles modified by SiO2/azidopropyltriemethoxy silane was designed, synthesized and characterized using various physicochemical methods inclusive VSM, EDX, FE-SEM, TG, XRD, and FT-IR spectroscopy. The catalytic activity of the synthesized magnetic nanocatalyst which named Fe3O4@SiO2-T-Se/Pd(II) was evaluated in Suzuki-Miyaura coupling reactions for the preparation of corresponding biaryls using diverse aryl halides and arylboronic acids. The mild reaction conditions, variety of substrate scope, good yield, low reaction time, high stability, utilization of organoselenium compound as an air and moisture insensitive ligand and its immobilization on solid support, and more importantly effortless recovery and recyclability of the catalyst up to seven consecutive runs with no remarkable change in its activity are some of the interesting features of this protocol that makes it more beneficial from both industrial and environmental points of view.
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References53
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#1Roberta Cargnelutti (UFSM: Universidade Federal de Santa Maria)H-Index: 8
#2Cássia Pereira Delgado (UFSM: Universidade Federal de Santa Maria)H-Index: 2
Last. Ernesto Schulz Lang (UFSM: Universidade Federal de Santa Maria)H-Index: 21
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Monoselenoether ligand [PySeCH2Py] (L) reacts with CoCl2, CuCl2, CuI and Pd(OAc)2 resulting in the formation of molecular or polymeric complexes. The synthesis and structural elucidation of the complexes [CoCl2(L)] (1), [Cu2Cl4(L)2] (2a), [CuCl2(L)] (2b), [Cu2Cl2(PySe)2] (2c), [Cu(2-PyCOO)2] (2d), [Cu2I2(L)2] (3), [Cu2I2(L)]n (4) and [Pd2(CH3COO)2(PySeCHPy)2]·7H2O (5) demonstrate the versatility of this class of pyridylselenium ligands. For all compounds, the ligand offers N and/or Se atoms as d...
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#1Yalda Rangraz (Semnan University)H-Index: 7
#2Firouzeh Nemati (Semnan University)H-Index: 21
Last. Ali Elhampour (Semnan University)H-Index: 16
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In the present study, for the first time, an air- and moisture-stable organoselenium–palladium complex immobilized on silica-coated magnetic nanoparticles was designed, synthesized and applied as a practical and retrievable catalyst in organic synthesis. The chemical nature and structure of this novel catalytic system were characterized using various techniques such as Fourier transform infrared (FT-IR) spectroscopy, X-ray powder diffraction (XRD), X-ray photoelectron spectroscopy (XPS), thermog...
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#1Elmira Mohammadi (KNTU: K.N.Toosi University of Technology)H-Index: 6
#2Barahman Movassagh (KNTU: K.N.Toosi University of Technology)H-Index: 17
3,5-Bis((phenylselanyl)methyl)phenol has been synthesized as a novel SeCSe pincer type pre-ligand from commercially available 5-hydroxy isophthalic acid through a multistep synthesis. Then, a polystyrene-supported SeCSe pincer ligand and its corresponding palladium complex were prepared and characterized using different techniques including FT-IR, SEM/EDX, TG/DTG, and XPS. The amount of palladium incorporated into the polymer matrix as determined by ICP analysis was obtained to be 3.64 wt% (0.34...
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Abstract Development of efficient, inexpensive and recyclable catalysts for a reaction under mild and green reaction conditions is still a very marvelous topic. In this work, diphenyl diselenide stabilized on magnetic chitosan as a novel, highly efficient, ecologically safe, cost-effective and magnetically recoverable heterogeneous nano-biocatalyst was prepared and characterized by different techniques, such as Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), thermogravi...
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Abstract In the present study diselenide stabilized on silica coated Fe 3 O 4 magnetic nano particles as a novel, highly efficient and magnetically retrievable heterogeneous catalyst was designed, synthesized and introduced. Full characterization of the newly prepared magnetic nanocatalyst was authenticated using several physico-chemical characterization techniques such as Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), energy-dispersive X-ray spectroscopy (EDX...
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#1Ali Reza Faraji (IAU: Islamic Azad University)H-Index: 17
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Abstract In this study, a new supported cobalt nanocatalyst has been described. The Fe 3 O 4 magnetic nanoparticles (Fe 3 O 4 MNPs) modified by SiO 2 /aminopropyl trimethoxy silane/cyanuric chloride (Fe 3 O 4 @SiO 2 -APTMS/CC) utilized for anchoring metformin-cobalt complex (Fe 3 O 4 Ms@SiO 2 -APTMS/CC/Met@Co(II)). The structure of novel complex well defined by elemental analysis, ICP, AAS, BET, FT-IR, EDX, SEM, TEM, DLS, XRD, TG-DTG, VSM and XPS. The catalytic efficiency of the synthesized coba...
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A novel magnetic catalyst-immobilized nano-palladium was efficiently prepared via a (2 + 3) cycloaddition pathway and characterized with different analyses, including FT-IR, FE-SEM, EDS, XRD, TEM and VSM methods. Also, topological and NBO analysis of a simple model of the catalyst with the M06/6-311 g(d,p)-LANL2DZ model chemistry have been introduced. In addition, the catalytic pursuit of this novel magnetic nanocatalyst was successfully evaluated in Sonogashira and Heck cross-coupling reactions...
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