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Issue 30, 2011
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A smart palladiumcatalyst in ionic liquid for tandem processes

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New catalytic systems based on in situ and preformed palladium nanoparticles in ionic liquids (characterised by TEM) starting from palladium acetate or dipalladiumtris(dibenzylideneacetone) have been applied in the synthesis of 4-phenylbutan-2-one (II), a model compound for the preparation of fragrances. Imidazolium-based ionic liquid containing a methyl hydrogenophosphonate anion leads to an efficient Pd-catalyzed tandem coupling/reduction process, taking advantage of the multi-role of this solvent (nanoparticles stabiliser, base, hydrogen transfer agent). The influence of the mono-phosphine ligands (1–3) on the catalyst has been evaluated, showing that the ligand-free palladium system turns into the most appropriate for the formation of II using Pd(OAc)2 as precursor. Fine-tuning conditions involved in this multi-parameter process have led us to propose a plausible mechanism based on the hydrogen transfer coming from the methyl hydrogenophosphonate anion.

Graphical abstract: A smart palladium catalyst in ionic liquid for tandem processes

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Article information

04 Mar 2011
24 Jun 2011
First published
12 Jul 2011

Phys. Chem. Chem. Phys., 2011,13, 13579-13584
Article type

A smart palladium catalyst in ionic liquid for tandem processes

E. Raluy, I. Favier, A. M. López-Vinasco, C. Pradel, E. Martin, D. Madec, E. Teuma and M. Gómez, Phys. Chem. Chem. Phys., 2011, 13, 13579
DOI: 10.1039/C1CP20619B

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