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Synfacts 2017; 13(06): 0659
DOI: 10.1055/s-0036-1590479
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Heck and Sonogashira Reactions on Magnetic Cobalt Nanoparticles

Contributor(s):
Yasuhiro Uozumi
,
Shuo Yan
Hajipour AR. * Rezaei F. Khorsandi Z. * Isfahan University of Technology, Iran and University of Wisconsin, Madison, USA
Pd/Cu-Free Heck and Sonogashira Cross-Coupling Reaction by Co Nanoparticles Immobilized on Magnetic Chitosan as Reusable Catalyst.

Green Chem. 2017;
19: 1353-1361
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Further Information

Publication History

Publication Date:
16 May 2017 (online)

 
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Key words

chitosan - Heck reaction - Sonogashira coupling - cobalt catalysis - nanoparticles - heterogeneous catalysis

Significance

A magnetic, chitosan-supported, methyl salicylate–cobalt complex (Co-MS@MNPs/CS) was prepared as shown in eq. 1. Co-MS@MNPs/ CS catalyzed the Heck reaction of aryl halides with terminal olefins to give the corresponding internal alkenes in ≤92% yield (eq. 2, 26 examples). Co-MS@MNPs/CS also promoted the Sonogashira reaction of aryl iodides or bromides with arylacet­ylenes to give the corresponding diarylacetylenes in ≤80% yield (eq. 3, 15 examples).


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Comment

The catalyst was characterized by means of FT-IR, TGA, EA, XRD, FE-SEM, SEM-EDX, TEM, magnetization curve, and ICP analyses. In the Heck reaction of iodobenzene with methyl acrylate, the catalyst was recovered and reused four times without loss of its catalytic activity.


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