Analytical Chemistry and Spectroscopy
Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
The high-field 1H NMR spectra of 1,3-propanesultams (2), 2,4-butanesultams (3) and 2,4-dimethyl-1,3-butadienesultams (6) are reported. Comparison of 2,3 and 6 with 1,3-propanesultone (1) and 2,4-dimethyl-1,3-butadienesultone (5) reveals that the paramagnetic shift induced by the NH group is smaller than that induced by oxygen. NMR spectra at lower temperature show coupling effects with the NH proton. A half-chair conformation was deduced for 2,4-butanesultam from coupling constants and from a conformational analysis based on the R values, but a chair-chair interconversion could not be detected in the temperature range between 210 and 330 K. An unambiguous assignment was carried out for the methyl signals in the spectrum of 5 by homodecoupling experiments.
Type of Medium: