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Germain, Nicolas; Hermsen, Marko; Schaub, Thomas; Trapp, Oliver (2017): Synthesis of carbamates from carbon dioxide promoted by organostannanes and alkoxysilanes. In: Applied Organometallic Chemistry, Vol. 31, No. 10, e3733
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A cooperative methoxy transfer between orthosilicate esters and organotin oxides was developed for the synthesis of various N-alkyl and N-aryl carbamates from carbon dioxide in up to 97% isolated yield. The reaction is highly selective and N-alkylated amines are not observed. Density functional theory calculations of the reaction were performed and, together with NMR observations, a plausible mechanism featuring the catalytic regeneration of dialkyltin dialkoxide is proposed.