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Deshielding γ–gaucheeffects in 13C magnetic resonance: a comparison of the conformational behaviour of the acetyl group in cyclohexane and 5-substituted-1,3-dioxane systems
- Source :
- Canadian Journal of Chemistry; July 1984, Vol. 62 Issue: 7 p1308-1311, 4p
- Publication Year :
- 1984
-
Abstract
- Low temperature (173 K) 13C spectra of acetylcyclohexane, 1-acetyl-1-methylcyclohexane, and 5-acetyl-5-methyl-1,3-dioxane are reported. Data permit the first direct measurement of −ΔG0for the acetyl group bonded to cyclohexane. The value obtained, 1.02 ± 0.05 kcal/mol in CS2–CD2Cl2solution, is considerably lower than that determined by equilibration methods. Factors contributing to observed axial–equatorial carbonyl carbon chemical shift differences for substituted cyclohexanes and 1,3-dioxanes are discussed.
Details
- Language :
- English
- ISSN :
- 00084042 and 14803291
- Volume :
- 62
- Issue :
- 7
- Database :
- Supplemental Index
- Journal :
- Canadian Journal of Chemistry
- Publication Type :
- Periodical
- Accession number :
- ejs19689439
- Full Text :
- https://doi.org/10.1139/v84-219