A new palladium complex supported on magnetic nanoparticles and applied as an catalyst in amination of aryl halides, Heck and Suzuki reactions

A simple, efficient and less expensive protocol for the phosphine-free C–C coupling reactions and synthesis of anilines in the presence of 2-aminobenzamide complex of palladium supported on Fe 3 O 4 magnetic nanoparticles (Pd(0)-ABA-Fe 3 O 4 ) has been reported. The Suzuki reaction was carried out i...

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Bibliographic Details
Published in:Journal of the Iranian Chemical Society 2017-03, Vol.14 (3), p.681-693
Main Authors: Ghorbani-Choghamarani, Arash, Tahmasbi, Bahman, Noori, Nourolah, Ghafouri-nejad, Raziyeh
Format: Article
Language:English
Subjects:
Ammonia
Analytical Chemistry
Aniline
Aromatic compounds
Biochemistry
Catalysts
Chemical reactions
Chemical synthesis
Chemistry
Chemistry and Materials Science
Halides
Inorganic Chemistry
Iron oxides
Leaching
Nanoparticles
Organic Chemistry
Original Paper
Palladium
Phosphines
Physical Chemistry
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Summary:A simple, efficient and less expensive protocol for the phosphine-free C–C coupling reactions and synthesis of anilines in the presence of 2-aminobenzamide complex of palladium supported on Fe 3 O 4 magnetic nanoparticles (Pd(0)-ABA-Fe 3 O 4 ) has been reported. The Suzuki reaction was carried out in water or PEG using phenylboronic acid (PhB(OH) 2 ) or sodium tetraphenyl borate (NaBPh 4 ). Pd(0)-ABA-Fe 3 O 4 has been found promising for Heck reaction of butyl acrylate, styrene or acrylonitrile with aryl halides (including Cl, Br and I). Also, Pd(0)-ABA-Fe 3 O 4 has been found as efficient catalyst for the amination of aryl halides using aqueous ammonia. The products have been obtained in short reaction times and high yields. The catalyst was easily separated using an external magnet from the reaction mixture and reused for several runs without significant loss of its catalytic efficiency or palladium leaching. The leaching of catalyst has been examined by hot filtration and ICP-OES technique. The nanomagnetical catalyst was characterized by FTIR, TGA, XRD, VSM, TEM, SEM, EDS, DLS and ICP-OES techniques.
ISSN:1735-207X
1735-2428
DOI:10.1007/s13738-016-1020-x