6533b823fe1ef96bd127df2f
RESEARCH PRODUCT
Multinuclear NMR study of 1,3,3-trimethylbicyclo[2.2.1]heptan-2-one (fenchone) and its six monochlorinated derivatives
Erkki KolehmainenKatri LaihiaE. MannilaMaija PitkänenJorma KorvolaReijo KauppinenB. Mannilasubject
chemistry.chemical_classificationKetoneGeminalStereochemistryChemical shiftSubstituentGeneral ChemistryNuclear magnetic resonance spectroscopyFenchonechemistry.chemical_compoundchemistryComputational chemistryProton NMRGeneral Materials ScienceVicinaldescription
1H, 13C and 17O NMR spectra of fenchone and six monochlorofenchones have been recorded. The second-order 1H NMR spectra were analysed by an iterative computer program. The 1H and 13C chlorine-induced substituent chemical shifts (SCS) were calculated. The vicinal coupling constants proved to be essential in the assignment of the chemical shifts of the geminal methyls. No clear correlation was observed between the chemical shifts of the carbonyl oxygen and the carbonyl carbon. All monochlorofenchones were previously unknown compounds and were synthesized for this work.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1990-09-01 | Magnetic Resonance in Chemistry |