Subscribe to RSS
DOI: 10.1055/s-2008-1042677
Magnetically Recoverable Palladium Catalyst
Contributor(s):Yasuhiro Uozumi, Yohei OeIndian Institute of Chemical Technology, Hyderabad, India
Pd on Surface-Modified NiFe2O4 Nanoparticles: A Magnetically Recoverable Catalyst for Suzuki and Heck Reactions
Org. Lett. 2007, 9: 5377-5380
Publication History
Publication Date:
21 February 2008 (online)
Key words
Suzuki-Miyaura coupling - Mizoroki-Heck reaction - magnetic nanoparticles
Significance
A magnetically recoverable palladium catalyst for the Suzuki-Miyaura reaction and the Mizoroki-Heck reaction was described. Thus, the Suzuki-Miyaura reaction of aryl chlorides with phenyl boronic acid was carried out in the presence of magnetic Pd nanoparticles (NiFe2O4-DA-Pd), K3PO4, and tetrabutylammonium bromide (TBAB) in DMF to give the corresponding biaryls in 75-93% yield (eq. 1). The Mizoroki-Heck reaction of aryl chlorides with styrene was also catalyzed by NiFe2O4-DA-Pd to afford the corresponding products in 72-95% yield (eq. 2).
Comment
The authors also described the preparation of NiFe2O4-DA-Pd by mixing NiFe2O4 nanoparticles with dopamine in refluxing water and subsequent treatment of the resulting surface-modified NiFe2O4 nanoparticles with NaPdCl4 and hydrazine monohydrate (Org. Lett. 2007, 9, 1419). The catalyst can be separated from the reaction mixture by an external magnet, and significant loss of the catalytic activity was not observed during three reaction cycles.