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Synfacts 2017; 13(10): 1103
DOI: 10.1055/s-0036-1591283
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Stille and Mizoroki–Heck Reactions on a C@Fe3O4 Nanosphere Supported Pd Catalyst

Contributor(s):
Yasuhiro Uozumi
,
Shuichi Hirata
Kumar BS. Anbarasan R. Amali AJ. * Pitchumani K. * Madurai Kamaraj University, India
Isolable C@Fe3O4 Nanospheres Supported Cubical Pd Nanoparticles as Reusable Catalysts for Stille and Mizoroki–Heck Coupling Reactions.

Tetrahedron Lett. 2017;
58: 3276-3282
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Publication History

Publication Date:
18 September 2017 (online)

 
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Key words

palladium nanoparticles - Stille reaction - Mizoroki–Heck reaction - magnetic catalyst support

Significance

Carbon@Fe3O4-supported cubical Pd nanoparticles (Pd cNPs/C@Fe3O4) promoted the Stille coupling reaction of aryl halides with tributyl(phenyl)stannane to give the corresponding biaryls in up to >99% yield (eq. 1; 20 examples). Pd cNPs/C@Fe3O4 also catalyzed the Mizoroki–Heck reaction of aryl halides with styrene to afford the corresponding trans-stilbenes in up to >99% yield (eq. 2; 15 examples).


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Comment

The authors have previously reported the preparation of the Pd cNPs/C@Fe3O4 catalyst and its application to the cyanation of aryl halides (ACS Appl. Mater. Interfaces 2015, 7, 22907). In the reaction of iodobenzene with styrene, the catalyst was magnetically recovered and reused five times with a slight loss of its catalytic activity (fresh: 99%; fifth reuse: 85%).


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