The catalytic hydrogenation of monocyclic disubstituted arenes is an active area of research due to the interest in the reaction products in fine chemistry and for the production of materials of high added value.[1] Traditionally, monocyclic arene hydrogenation is performed by heterogeneous catalysts such as Ni-Raney and Rh/Al2O3 but usually require drastic reaction conditions.[2] However, soluble metal-nanoparticles (M-NPs) were shown to exhibit higher activity than the classical heterogeneous catalysts and interesting stereoselectivity can be achieved.[3]The aim of our work is to modify the metal nanoparticles with different ligands and polymers to achieve recoverable catalytic systems. Here, we described the synthesis and characterization of novel Rh-NPs using mono- and bidentate P-based ligands as stabilizing agents. The Rh- NPs were applied in the stereoselective hydrogenation of monocyclic disubstituted arenes and the effects of the nature of the stabilizing agent, the nature and position of the substituents on the substrate on the catalytic performances of these M-NPs are presented.[1]  I. Ojima, in Catalytic Asymmetric Synthesis, 3rd. Ed., Wiley-VCH, 2010 . [2] R.L. Augustine, Heterogeneous Catalysis for the Synthetic Chemist, Marcel Dekker, New York, 1996 , [3] A. Gual, C. Godard, S. Castillon, C. Claver, Dalton Trans., 2010 , 39, 11499-11512.

Hydrogenation of disubstituted arenes with metal nanoparticles as catalysts

244th National Meeting (2012)

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