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Telomerization of Butadiene with Starch under Mild Conditions

Authors

  • Julien Mesnager,

    1. Université Lyon 1; CNRS; UMR 5256, Institut de Recherches sur la Catalyse et l'Environnement de Lyon, 2 avenue Albert Einstein, 69626 Villeurbanne (France), Fax: (+33) 472445399
    2. Université de Lyon, 69622 Lyon (France)
    3. Roquette Frères, 62080 LESTREM Cedex (France)
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  • Claude Quettier,

    1. Roquette Frères, 62080 LESTREM Cedex (France)
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  • Anne Lambin,

    1. Roquette Frères, 62080 LESTREM Cedex (France)
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  • Franck Rataboul Dr.,

    1. Université Lyon 1; CNRS; UMR 5256, Institut de Recherches sur la Catalyse et l'Environnement de Lyon, 2 avenue Albert Einstein, 69626 Villeurbanne (France), Fax: (+33) 472445399
    2. Université de Lyon, 69622 Lyon (France)
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  • Catherine Pinel Dr.

    1. Université Lyon 1; CNRS; UMR 5256, Institut de Recherches sur la Catalyse et l'Environnement de Lyon, 2 avenue Albert Einstein, 69626 Villeurbanne (France), Fax: (+33) 472445399
    2. Université de Lyon, 69622 Lyon (France)
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Abstract

The design of industrial products based on bioresources is a challenging issue. Modification of starch, by hydrophobic chemical substituents, results in an innovative hydrophobic material. Herein, the hydrophobic part of the derivative, comprised of octadienyl chains, is introduced through catalytic butadiene telomerization. The process is efficiently conducted on starch in its granular form in an aqueous medium using hydrosoluble palladium complexes. After optimization, a turnover number (TON) of up to 550 was achieved in the presence of [(π-allyl)PdCl]2 catalyst and, unusually, by using dimethylisosorbide as a cosolvent.

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