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60, 90 and 250 MHz 1 H NMR spectra of sultams and sultones
Author(s) -
Albert K.H.,
Dürr H.,
Doss S. H.,
Zahra J. P.
Publication year - 1980
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270140312
Subject(s) - chemistry , spectral line , nmr spectra database , coupling constant , carbon 13 nmr satellite , proton nmr , atmospheric temperature range , proton , paramagnetism , nuclear magnetic resonance spectroscopy , crystallography , nuclear magnetic resonance , stereochemistry , fluorine 19 nmr , physics , particle physics , quantum mechanics , astronomy , meteorology
The high‐field 1 H 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.