Unusually Low Barrier to Carbamate C−N Rotation
The barrier for rotation about an N-alkylcarbamate C(carbonyl)−N bond is around 16 kcal/mol. In the case of an N-phenylcarbamate, the rotational barrier is lowered to 12.5 kcal/mol, but with N-(2-pyrimidyl)carbamates the barriers are so low (
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Veröffentlicht in: | Journal of organic chemistry 2002-05, Vol.67 (11), p.3949-3952 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | The barrier for rotation about an N-alkylcarbamate C(carbonyl)−N bond is around 16 kcal/mol. In the case of an N-phenylcarbamate, the rotational barrier is lowered to 12.5 kcal/mol, but with N-(2-pyrimidyl)carbamates the barriers are so low ( |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/jo025554u |