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Surfactant-Induced Substrate Selectivity in the Palladium-Nanoparticle-Mediated Chemoselective Hydrogenation of Unsaturated Aldehydes in Water

Authors

  • Giorgio La Sorella,

    1. Dipartimento di Scienze Molecolari e Nanosistemi, Università Ca' Foscari di Venezia, Calle Larga S. Marta 2137, 30123, Venezia (Italy)
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  • Dr. Patrizia Canton,

    1. Dipartimento di Scienze Molecolari e Nanosistemi, Università Ca' Foscari di Venezia, Via Torino 155/b, 30123,Venezia-Mestre (Italy)
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  • Prof. Giorgio Strukul,

    1. Dipartimento di Scienze Molecolari e Nanosistemi, Università Ca' Foscari di Venezia, Calle Larga S. Marta 2137, 30123, Venezia (Italy)
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  • Dr. Alessandro Scarso

    Corresponding author
    1. Dipartimento di Scienze Molecolari e Nanosistemi, Università Ca' Foscari di Venezia, Calle Larga S. Marta 2137, 30123, Venezia (Italy)
    • Dipartimento di Scienze Molecolari e Nanosistemi, Università Ca' Foscari di Venezia, Calle Larga S. Marta 2137, 30123, Venezia (Italy)===

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Abstract

A hundred-fold substrate selectivity was observed in the competitive chemoselective hydrogenation of seven α,β-unsaturated aldehydes from C4 to C10 in water with palladium nanoparticles stabilized by sodium dodecyl sulfonate as the surfactant. The medium makes the longer lipophilic substrates hundreds of times more reactive than the shorter more hydrophilic ones, whereas in an organic medium almost no difference is observed.

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