Synthesis of carbamates from carbon dioxide promoted by organostannanes and alkoxysilanes

• Verfasst von: Germain, Nicolas [VerfasserIn]
• Verfasst von: Trapp, Oliver [VerfasserIn]
• Verfasst von: Hermsen, Marko [VerfasserIn]
• Verfasst von: Schaub, Thomas [VerfasserIn]
• Titel: Synthesis of carbamates from carbon dioxide promoted by organostannanes and alkoxysilanes
• Verf.angabe: Nicolas Germain, Marko Hermsen, Thomas Schaub, Oliver Trapp
• E-Jahr: 2017
• Jahr: 31 January 2017
• Umfang: 10 S.
• Fussnoten: Gesehen am 14.05.2018
• Titel Quelle: Enthalten in: Applied organometallic chemistry
• Ort Quelle: New York, NY [u.a.] : Wiley, 1987
• Jahr Quelle: 2017
• Band/Heft Quelle: 31(2017,10) Artikelnummer e3733, 10 Seiten
• ISSN Quelle: 1099-0739
• DOI: doi:10.1002/aoc.3733
• Datenträger: Online-Ressource
• Sprache: eng
• Sach-SW: carbamates
• Sach-SW: catalysis
• Sach-SW: CO2
• Sach-SW: computational investigations
• Sach-SW: silicates
• Sach-SW: tin
• K10plus-PPN: 1575001624

Abstract

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.