Pd2+‐Loaded Magnetic Nanoassembly Formed by Magnetite Nanoparticles Crosslinked with Poly(acrylic acid) via Amide Bonds for Catalyzing Mizoroki‐Heck Coupling Reaction. Issue 28 (26th July 2018)

• Record Type: Journal Article
• Authors: Rathod, Prakash B.; AjishKumar, K. S.; Chappa, Sankararao; Debnath, Anil K.; Pandey, Ashok K.; Athawale, Anjali A.
• Is Part Of: ChemistrySelect. Volume 3:Issue 28(2018)
• Page Start: 8151
• Page End: 8158
• Publication Date: 2018-07-26
• Subjects: Catalytic activity -- Nano-crosslinked aggregate -- Magnetite -- Mizoroki-Heck coupling -- Pd catalyst; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201801682
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: The nano‐gel like aggregates consisting of Fe3 O4 @PAA−Pd(II) has been formed by interparticle crosslinking via amide bonds. The chemical and physical structures and superparamagnetic properties of thus formed Fe3 O4 @PAA−Pd(II) have been characterized. The catalytic activity of the Fe3 O4 @PAA−Pd(II) in 22 different examples of Mizoroki‐Heck coupling reactions has been found to be excellent under solvent free condition in the presence of base at 100 0 C. The turn over number and turn over frequency of Fe3 O4 @PAA−Pd(II) are found to be 304787 and 67730 h −1, respectively, with no significant deterioration of catalytic activity after five successive cycles of the catalyst. X‐ray photoelectron spectroscopy has been used to understand the mechanism and changes in the catalyst during reaction. However, the reaction of chlorobenzene, bromobenzene and substituted iodo compounds such as p ‐iodophenol, p ‐iodobenzoic acid with acrylates/acrylamides are not successful in the presence of Fe3 O4 @PAA−Pd(II) suggesting that the reaction with acidic substrates and substrates, prone to deprotonation, are not suitable for the above transformation with the optimized reaction conditions used for aryl iodide. Abstract : The nano‐gel like aggregates consisting of Fe3 O4 crsslinked with poly(acrylic) for hosting Pd 2+ ions has been formed with reasonably good superparamagnetic properties by interparticle crosslinking for catalyzing carbon‐carbon (Csp2 –Csp2 ) cross‐coupling reactions with high turnover number and turnover frequency without deterioration in successive recycling.