Display options
Cite
Frogneux X, von Wolff N, Thuéry P, et al. CO2 Conversion into Esters by Fluoride-Mediated Carboxylation of Organosilanes and Halide Derivatives. Chemistry. 2016;22(9):2930-4doi: 10.1002/chem.201505092.
Frogneux, X., von Wolff, N., Thuéry, P., Lefèvre, G., & Cantat, T. (2016). CO2 Conversion into Esters by Fluoride-Mediated Carboxylation of Organosilanes and Halide Derivatives. Chemistry (Weinheim an der Bergstrasse, Germany), 22(9), 2930-4. https://doi.org/10.1002/chem.201505092
Frogneux, Xavier, et al. "CO2 Conversion into Esters by Fluoride-Mediated Carboxylation of Organosilanes and Halide Derivatives." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 22,9 (2016): 2930-4. doi: https://doi.org/10.1002/chem.201505092
Frogneux X, von Wolff N, Thuéry P, Lefèvre G, Cantat T. CO2 Conversion into Esters by Fluoride-Mediated Carboxylation of Organosilanes and Halide Derivatives. Chemistry. 2016 Feb 24;22(9):2930-4. doi: 10.1002/chem.201505092. Epub 2016 Jan 25. PMID: 26712565.
Copy Download .nbib Format: NLM
Share it on

Chemistry. 2016 Feb 24;22(9):2930-4. doi: 10.1002/chem.201505092. Epub 2016 Jan 25.

CO2 Conversion into Esters by Fluoride-Mediated Carboxylation of Organosilanes and Halide Derivatives.

Chemistry (Weinheim an der Bergstrasse, Germany)

Xavier Frogneux, Niklas von Wolff, Pierre Thuéry, Guillaume Lefèvre, Thibault Cantat

Affiliations

  1. NIMBE, CEA, CNRS, Université Paris-Saclay, Gif-sur-Yvette, France.
  2. NIMBE, CEA, CNRS, Université Paris-Saclay, Gif-sur-Yvette, France. [email protected].

PMID: 26712565 DOI: 10.1002/chem.201505092

Abstract

A one-step conversion of CO2 into heteroaromatic esters is presented under metal-free conditions. Using fluoride anions as promoters for the C-Si bond activation, pyridyl, furanyl, and thienyl organosilanes are successfully carboxylated with CO2 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 CO2 in the C-Si bond activation of pyridylsilanes. The methodology is applied to 18 different esters, and it has enabled the incorporation of CO2 into a polyester material for the first time.

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: carbon dioxide; density functional calculations; fluorides; silanes; synthetic methods

Publication Types