Abstract
Metal nanoparticles (NPs) have been reduced with NaBH4 from Pt, Rh and Ir precursors salts in presence of (2R,4R)-2,4- bis(diphenylphosphino pentane), ((R,R)-BDPP), and SiO2. This synthesis procedure with a chiral ligand generates chiral stabilized NPs of small and narrowly distributed core sizes depending of metal precursor, metallic loading and ligand stabilizer concentration. These novel catalysts with chiral surface have been used in enantioselective hydrogenation of ethyl pyruvate as a reference substrate and 1-phenylpropane- 1,2-dione, acetophenone, 2,3-butanedione and 3,4-hexanedione, all scarcely studied ketones. Catalysts were characterized by TEM, EDS, electron diffraction, N2 adsorption-desorption isotherms and XPS.
Catalytic results indicate high conversion levels and enantioselectivities up to 78% in the hydrogenation of some substrates, due to the presence of chiral ligand on metal surface. All results are promising because is the first report of high enantiomeric excess (ee) in hydrogenations using these kind of heterogeneous catalytic systems.
Keywords: Chiral surface, Colloids immobilization, Enantioselective hydrogenation, Metal nanoparticles.
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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