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Chemistry of the phenoxathiins and isosterically related heterocycles. XIII. 13 C‐NMR spectroscopy of 1‐azaphenoxathiin 10,10‐dioxide. An unusual perturbation of 1 H‐ 13 C coupling constants
Author(s) -
Sejiny Osama M.,
Martin Gary E.
Publication year - 1980
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570170821
Subject(s) - chemistry , additive function , molecule , coupling constant , computational chemistry , sulfone , sulfide , nuclear magnetic resonance spectroscopy , perturbation theory (quantum mechanics) , perturbation (astronomy) , stereochemistry , organic chemistry , quantum mechanics , physics , mathematics , mathematical analysis
The total assignment of the 13 C‐nmr spectrum of 1‐azaphenoxathiin 10,10‐dioxide is reported based on the utilization of additivity correlations for the conversion of sulfide to sulfone linkages. Although the benzenoid portion of the molecule obeyed standard additivity correlations, substantial deviation in additivity behavior was observed in the pyridyl portion of the molecule. Examination of the 1 H‐ 13 C spin‐coupling constants showed a perturbation of the primary one bond ( 1 J CH ) couplings of the C‐2 and C‐4 carbons.