CO$_2$ Conversion to Esters by Fluoride-mediated Carboxylation of Organosilanes and Halide Derivatives

Xavier Frogneux 1 Niklas Von Wolff 1 Pierre Thuéry 1 Guillaume Lefèvre 1 Thibault Cantat 1
1 LCMCE - Laboratoire de Chimie Moléculaire et de Catalyse pour l'Energie (ex LCCEF)
NIMBE UMR 3685 - Nanosciences et Innovation pour les Matériaux, la Biomédecine et l'Energie (ex SIS2M)
Abstract : The one-step conversion of CO$_2$ to hetero-aromatic esters is presented under metal-free conditions. Using fluoride anions as promoters for C-Si bond activation, pyridyl, furanyl and thiophenyl organosilanes are successfully carboxylated with CO$_2$, in the presence of an electrophile. The mechanism of this unprecedented reaction has been elucidated based on experimental and computational results, which show a unique catalytic influence of CO$_2$ in the C-Si bond activation of pyridylsilanes. The methodology is applied to 18 different esters and it has enabled the incorporation of CO$_2$ to a polyester material, for the first time.
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Xavier Frogneux, Niklas Von Wolff, Pierre Thuéry, Guillaume Lefèvre, Thibault Cantat. CO$_2$ Conversion to Esters by Fluoride-mediated Carboxylation of Organosilanes and Halide Derivatives. Chemistry - A European Journal, Wiley-VCH Verlag, 2016, 22, pp.2930-2934. ⟨http://onlinelibrary.wiley.com/doi/10.1002/chem.201505092/abstract⟩. ⟨10.1002/chem.201505092⟩. ⟨cea-01252394⟩

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