Synthesis of carbamates from carbon dioxide promoted by organostannanes and alkoxysilanes

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 theo...

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Bibliographic Details
Main Authors: Germain, Nicolas (Author) , Trapp, Oliver (Author) , Hermsen, Marko (Author) , Schaub, Thomas (Author)
Format: Article (Journal)
Language:English
Published: 31 January 2017
In: Applied organometallic chemistry
Year: 2017, Volume: 31, Issue: 10
ISSN:1099-0739
DOI:10.1002/aoc.3733
Online Access:Verlag, Volltext: http://dx.doi.org/10.1002/aoc.3733
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/aoc.3733
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Author Notes:Nicolas Germain, Marko Hermsen, Thomas Schaub, Oliver Trapp
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Summary: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.
Item Description:Gesehen am 14.05.2018
Physical Description:Online Resource
ISSN:1099-0739
DOI:10.1002/aoc.3733