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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| Main Authors: | , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
31 January 2017
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| 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 |
| Author Notes: | Nicolas Germain, Marko Hermsen, Thomas Schaub, Oliver Trapp |
| 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. |
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| Item Description: | Gesehen am 14.05.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1099-0739 |
| DOI: | 10.1002/aoc.3733 |