Palladium-nanoparticles on end-functionalized poly(lactic acid)-based stereocomplexes for the chemoselective cinnamaldehyde hydrogenation: Effect of the end-group

TitlePalladium-nanoparticles on end-functionalized poly(lactic acid)-based stereocomplexes for the chemoselective cinnamaldehyde hydrogenation: Effect of the end-group
Publication TypeJournal Article
Year of Publication2015
AuthorsOberhauser, W, Evangelisti, C, Jumde, RP, Petrucci, G, Bartoli, M, Frediani, M, Mannini, M, Capozzoli, L, Passaglia, E, Rosi, L
JournalJournal of Catalysis
Volume330
Pagination187 - 196
Date Published2015
ISBN Number00219517 (ISSN)
KeywordsCarboxylic Acids, Cinnamaldehyde, Cinnamaldehyde hydrogenation, Complexation, Dispersions, Heterogenous catalysts, Hydrogenation, Lactic acid, Metal Nanoparticles, Metal vapor synthesis, Nanoparticles, Palladium, Palladium nanoparticles, PD nano particle, Pd-nanoparticles, Poly lactic acid, Poly(lactic acid), Polymers, Stereocomplex, Stereocomplexes, Synthesis (chemical)
Abstract

Differently carboxylic acid end-functionalized poly(lactic acid) (PLA)-based stereocomplexes were used as polymer support to stabilize Pd-nanoparticles (NPs) generated by the metal vapor synthesis technique. The dispersion of Pd was strongly dependent on the end-group present in the polymer structure, as shown by HRTEM measurements. 2,2′-Bipyridine- and pyridine-based stereocomplexes showed high metal dispersion (i.e. well-separated Pd-NP size of 2.0 ± 0.6 nm), whereas stereocomplexes bearing benzyl and carboxylic acid end groups exhibited strong Pd-NPs aggregation. The heterogenous catalysts were employed to chemoselectively hydrogenate the CC double bond in cinnamaldehyde, showing for Pd-NPs, stabilized by the 2,2′-bipyridine-modified polymer support, the best performance in terms of chemoselectivity (99%) and recyclability in THF solution. Even under bulk cinnamaldehyde hydrogenation conditions, chemoselectivity for 3-phenylpropanal of 90% at 88% conversion was obtained. © 2015 Elsevier Inc. All rights reserved.

Short TitleJ. Catal.