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Synfacts 2014; 10(9): 0990
DOI: 10.1055/s-0034-1378984
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Cyanation of Aryl Halides with K4[Fe(CN)6] Using ZnO-Pd Nanoparticles

Contributor(s):
Yasuhiro Uozumi
,
Hiroaki Tsuji
Chatterjee T, Dey R, Ranu BC * Indian Association for the Cultivation of Science, Kolkata, India
ZnO-Supported Pd Nanoparticle-Catalyzed Ligand- and Additive-Free Cyanation of Unactivated Aryl Halides Using K4[Fe(CN)6].

J. Org. Chem. 2014;
79: 5875-5879
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Publication History

Publication Date:
18 August 2014 (online)

 
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Key words

zinc oxide - palladium nanoparticles - cyanation - aryl halides

Significance

Palladium nanoparticles supported on ZnO (ZnO-Pd NPs) were prepared by microwave irradiation of a solution of Zn(NO3)2·6H2O, Pd(OAc)2, PEG-6000, and NaOH (eq. 1). These nanoparticles were used to catalyze the cyanation of aryl and vinyl halides with K4[Fe(CN)6] to give the corresponding nitriles in 43–85% yield (eq. 2).


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Comment

ZnO-Pd NPs were characterized by AAS, TEM, SEM, and PXRD analyses. The catalyst was recovered by filtration and reused four times with a slight loss of catalytic activity. AAS analysis showed a slight decrease of the palladium loading of the catalyst after the fourth reusing run (fresh: 0.1109 mmol/g, after the fourth run: 0.0963 mmol/g).


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