Literature DB >> 26712565

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

Xavier Frogneux1, Niklas von Wolff1, Pierre Thuéry1, Guillaume Lefèvre1, Thibault Cantat2.   

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.

Entities:  

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

Year:  2016        PMID: 26712565     DOI: 10.1002/chem.201505092

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  2 in total

1.  Caesium fluoride-mediated hydrocarboxylation of alkenes and allenes: scope and mechanistic insights.

Authors:  Ashot Gevorgyan; Marc F Obst; Yngve Guttormsen; Feliu Maseras; Kathrin H Hopmann; Annette Bayer
Journal:  Chem Sci       Date:  2019-09-11       Impact factor: 9.825

2.  Carbon-11 carboxylation of trialkoxysilane and trimethylsilane derivatives using [11C]CO2.

Authors:  Salvatore Bongarzone; Nicola Raucci; Igor Camargo Fontana; Federico Luzi; Antony D Gee
Journal:  Chem Commun (Camb)       Date:  2020-03-25       Impact factor: 6.222

  2 in total

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