Aromatic I3C chemical shifts of 4-and hubstituted pyridine N-oxides in aprotic and protic solvents are reported and discussed. Changes in chemical shifts caused by hydrogen bonding and protonation are much smaller than those induced by a substituent, and are not related to the pK, values of N-oxides
13C NMR spectra of alkyl- and phenylpyrazines and their N-oxides
✍ Scribed by M. Matsuo; S. Matsumoto; T. Kurihara; Y. Akita; T. Watanabe; A. Ohta
- Publisher
- John Wiley and Sons
- Year
- 1980
- Tongue
- English
- Weight
- 641 KB
- Volume
- 13
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
Abstract
The ^13^C chemical shifts of 37 pyrazines, including their N‐oxides, are reported. Substituent effects of methyl, phenyl and N‐oxide groups on the chemical shifts were examined. To comprehend these effects, the chemical shifts were compared with charge densities calculated by the CNDO/2 method and a good correlation was obtained. ^13^C, ^1^H coupling constants of some pyrazines were also determined and assigned. These data enable us to assign the ^13^C NMR spectra of substituted pyrazines and to understand the effects of N‐oxidation on the pyrazine nuclei.
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