Substituent effect on the carbon-13 nuclear magnetic resonance spectra of 2-substituted tropones. Troponoid-I

Abstract

The 13 Cmr spectra of a series of 2-substituted tropones were analysed using a combination of methods including specific deuteration, multiplicities in coupled 13 Cmr spectra and proton off-resonance decoupling techniques. The published 13 C assignment for tropolone acetate was proven wrong and was corrected. Substituent parameters were defined and shown to exhibit two linear relationships with the corresponding substituent parameters for analogous monosubstituted benzenes. The significance of the results is discussed.