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Pd-based Sol–Gel Catalysts for the Enantioselective Hydrogenation of (E)-2-Methyl-2-Butenoic Acid

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Abstract

The enantioselective hydrogenation of the C=C double bond in (E)-2-methyl-2-butenoic acid was studied using Pd-based (5 wt.% on Al2O3, SiO2 or TiO2) catalysts, prepared by sol–gel methods and modified with cinchonidine (CD). The catalysts were characterized by XRD, NH3–TPD, H2-chemisorption analyses and N2-physisorption for BET surface area measurements. In the absence of CD, some catalysts showed a satisfactory hydrogenation capacity, with best values for those supported on silica. However, when CD was added, the enantiomeric excess values obtained were lower than those previously observed using analogous commercial catalysts. The influence of preparation conditions on support texture and metal dispersion was evidenced and tentatively correlated with activity and enantioselectivity.

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Acknowledgments

Thanks are due to Engelhard and Johnson Matthey for providing the commercial catalysts, to theMinistero Italiano per l’Università e la Ricerca (MiUR Roma) for the financial support, and to M. Marchiori (University of Venice) for H2-chemisorption analyses.

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Authors and Affiliations

  1. Dipartimento di Chimica Industriale e dei Materiali, ALMA MATER STUDIORUM Università di Bologna, Viale Risorgimento 4, Bologna, 40136, Italy

    D. Impalà, S. Franceschini & A. Vaccari

  2. Studio di consulenza scientifica, Via Bornò 5, Sirtori, LC, 23896, Italy

    O. Piccolo

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  1. D. Impalà
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  2. S. Franceschini
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  3. O. Piccolo
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  4. A. Vaccari
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Correspondence to A. Vaccari.

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Impalà, D., Franceschini, S., Piccolo, O. et al. Pd-based Sol–Gel Catalysts for the Enantioselective Hydrogenation of (E)-2-Methyl-2-Butenoic Acid. Catal Lett 125, 243–249 (2008). https://doi.org/10.1007/s10562-008-9525-2

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  • DOI: https://doi.org/10.1007/s10562-008-9525-2

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