A recoverable Pd nanocatalyst for selective semi-hydrogenation of alkynes: hydrogenation of benzyl-propargylamines as a challenging model

• Published in: Green chemistry : an international journal and green chemistry resource : GC Vol. 16; no. 10; pp. 4566 - 4574
• Main Authors: Uberman, Paula M., Costa, Natalia J. S., Philippot, Karine, Carmona, Rafaela C., Dos Santos, Alcindo A., Rossi, Liane M.
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 2014; Royal Society of Chemistry
• Subjects: Alkenes; Alkynes; Catalysts; Chemical Sciences; Chemistry; Chemistry, Multidisciplinary; Coordination chemistry; Green & Sustainable Science & Technology; Hydrogenation; Mathematical models; Nanostructure; Palladium; Physical Sciences; Science & Technology; Science & Technology - Other Topics; Stereoselectivity; NANOPARTICLES; PALLADIUM; ORGANOMETALLIC APPROACH; ENANTIOSELECTIVE SYNTHESIS; CONSTRUCTION; PLATINUM; BUTADIENE; COPPER-CATALYZED ADDITION; ALKYNYLATION; EFFICIENT
• ISSN: 1463-9262; 1463-9270
• DOI: 10.1039/c4gc00669k

We describe a recyclable heterogeneous palladium nanocatalyst for the selective hydrogenation of alkynes to alkenes. The catalyst was prepared through the decomposition of the organometallic precursor Pd-2(dba)(3) over a magnetic support, obtaining well-dispersed Pd nanoparticles that formed exclusively on the support surface, with average diameter of 3.5 +/- 0.8 nm. The catalytic activity was investigated in the hydrogenation reactions of alkenes and alkynes, and the chemo- and stereoselectivity were evaluated in the hydrogenation of benzyl-propargylamines. The catalyst is highly selective in performing semi-hydrogenation reactions under mild conditions and short reaction times, with good overall yields. Furthermore, it can be easily recovered and recycled, with no leaching of palladium detected, and activities and selectivity retained over multiple reaction cycles.