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Synfacts 2015; 11(1): 0107
DOI: 10.1055/s-0034-1379723
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

The Mizoroki–Heck Reaction Using a Palladium–NHC Complex Supported on MNP

Contributor(s):
Yasuhiro Uozumi
,
Aya Tazawa
Wilczewska AZ, * Misztalewska I. University of Bialystok, Poland
Direct Synthesis of Imidazolinium Salt on Magnetic Nanoparticles and Its Palladium Complex Application in the Heck Reaction.

Organometallics 2014;
33: 5203-5208
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Further Information

Publication History

Publication Date:
15 December 2014 (online)

 
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Key words

N-heterocyclic carbenes - magnetic nanoparticles - Mizoroki–Heck reaction - palladium

Significance

A palladium–NHC complex was ­immobilized on magnetic nanoparticles (Pd–NHC@MNP) according to the sequences shown above. Pd–NHC@MNP catalyzed the Mizoroki–Heck reaction of terminal alkenes with aryl halides to afford the corresponding internal alkenes in up to 96% yield (eq. 2).


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Comment

The characterization of Pd–NHC@MNP was performed by TEM, EDX, IR, TGA, DSC, 1H NMR spectroscopy, and ETAAS analyses. In the Mizoroki–Heck reaction of butyl acrylate with iodobenzene, the catalyst was recovered magnetically and reused four times without loss of its catalytic activity (1st run: 85% yield, 3rd run: 87% yield, 5th run: 85% yield).


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