O2 Conversion to Esters by Fluoride-mediated Carboxylation of Organosilanes and Halide Derivatives was written by Frogneux, Xavier;von Wolff, Niklas;Thuery, Pierre;Lefevre, Guillaume;Cantat, Thibault. And the article was included in Chemistry – A European Journal in 2016.Recommanded Product: Methyl 3-methylpicolinate This article mentions the following:
A one-step conversion of carbon dioxide (CO2) to heteroaromatic esters is presented under metal-free conditions. Using fluoride anions as promoters for the C-Si bond activation, pyridyl, furanyl, and thiophene organosilanes are successfully carboxylated with CO2 in the presence of an electrophile. The mechanism of this unprecedented reaction has been elucidated based on exptl. and computational results, which show a unique catalytic influence of CO2 in the C-Si bond activation of pyridylsilanes. The methodol. is applied to 18 different esters and it has enabled the incorporation of CO2 to a polyester material for the first time. Under optimized conditions the synthesis of the target compounds was achieved using N,N,N-tributyl-1-butanaminium difluorotriphenylsilicate(1-) (i.e., tetrabutylammonium difluorotriphenylsilicate) as a reagent. Starting materials included carbon dioxide (CO2), iodomethane (MeI) and silanes, such as 2-(trimethylsilyl)pyridine, 2-(trimethylsilyl)thiophene, 2-(trimethylsilyl)furan, 1-methyl-2-(trimethylsilyl)-2H-pyrrole, 2,6-bis(trimethylsilyl)pyridine. Reactants such as 3-(trimethylsilyl)pyridine did not provide products. A reaction of bis(trimethylsilyl)pyridine with iodomethane and carbon-dioxide provided a 2,6-pyridinedicarboxylic acid polyester polymer. In the experiment, the researchers used many compounds, for example, Methyl 3-methylpicolinate (cas: 59718-84-2Recommanded Product: Methyl 3-methylpicolinate).
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