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Palladium nanoparticles immobilized on EDTA‐modified Fe 3 O 4 @SiO 2 nanospheres as an efficient and magnetically separable catalyst for Suzuki and Sonogashira cross‐coupling reactions
Author(s) -
Esmaeilpour Mohsen,
Zahmatkesh Saeed,
Fahimi Nafiseh,
Nosratabadi Mehran
Publication year - 2018
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.4302
Subject(s) - chemistry , sonogashira coupling , palladium , catalysis , aryl , phenylboronic acid , coupling reaction , heterogeneous catalysis , suzuki reaction , ethylenediaminetetraacetic acid , chlorobenzene , nuclear chemistry , inorganic chemistry , polymer chemistry , organic chemistry , chelation , alkyl
In this study, a novel heterogeneous palladium catalyst was synthesized by anchoring palladium onto ethylenediaminetetraacetic acid (EDTA)‐coated Fe 3 O 4 @SiO 2 magnetic nanocomposite and used for the Suzuki and Sonogashira cross‐coupling reactions. The properties of the magnetic catalyst were characterized by FT‐IR, XRD, TEM, FE‐SEM, DLS EDX, XPS, N 2 adsorption‐desorption isotherm analysis, TGA, VSM, elemental analysis and the loading level of Pd in catalyst was measured to be 0.51 mmol/g by ICP. The catalyst was used in Suzuki cross‐coupling reactions of various aryl halides, including less reactive chlorobenzenes with phenylboronic acid without any additive or ligand under green conditions. Furthermore, we have reported this recyclable catalytic system for Sonogashira cross‐coupling reactions of various aryl halides (I, Br, Cl) under copper and ligand‐free conditions in the presence of DMF/H 2 O (1:2/v:v) as a solvent. The magnetic catalyst could also be separated by an external magnet and reused six times without any significant loss of activity.