CO 2  Conversion into Esters by Fluoride‐Mediated Carboxylation of Organosilanes and Halide Derivatives | Zendy

Frogneux Xavier | Zendy; von Wolff Niklas | Zendy; Thuéry Pierre | Zendy; Lefèvre Guillaume | Zendy; Cantat Thibault | Zendy

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CO 2 Conversion into Esters by Fluoride‐Mediated Carboxylation of Organosilanes and Halide Derivatives

Author(s) -

Frogneux Xavier,

von Wolff Niklas,

Thuéry Pierre,

Lefèvre Guillaume,

Cantat Thibault

Publication year - 2016

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201505092

Subject(s) - carboxylation , electrophile , fluoride , chemistry , halide , catalysis , metal , polymer chemistry , organic chemistry , inorganic chemistry

A one‐step conversion of CO 2 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 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 into a polyester material for the first time.

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