Natural Abundance 17O NMR Studies on Methyl N-Arylcarbamates: Torsion Angle and Electronic Effects |
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Authors: | David W. Boykin |
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Affiliation: | Department of Chemistry , Georgia State University , Atlanta, Georgia , 30303-3083 |
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Abstract: | Natural abundance 17O NMR data for 14 substituted methyl N-arylcarbamates obtained in acetonitrile solution at 75°C are reported. The 17O NMR chemical shifts of hindered ortho N-arylcarbamates are shielded relative to unhindered ones; a quantitative relationship is observed between the carbonyl 17O NMR chemical shifts and molecular mechanics (MM2) predicted torsion angles. The carbonyl 17O NMR chemical shifts of meta and para substituted N-arylcarbamates are correlated with Hammett sigma constants. |
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Keywords: | 17O NMR spectroscopy N-Arylcarbamates torsion angles electronic effects |
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