17O NMR investigation of rigid polycyclic systems: experimental and calculated chemical shifts

In this work we describe a systematic and comparative study of the 17O NMR and related parameters of 17 polycyclic compounds: bicyclic, tricyclic, tetracyclic (endo–endo and endo–exo fusion), pentacyclic compounds (ketone; endo and exo-alcohols), hexacyclic alcohol. Concentration, temperature and solvent effects on the 17O NMR chemical shifts and the relaxation rate are also described. We compare all experimental 17O NMR chemical shifts with chemical shifts calculated from gauge-independent atomic orbitals within density functional theory (GIAO-DFT). Correlations between calculated and experimental 17O NMR chemical shifts for respective functional groups were carried out and linear equations for chemical shift predictions were generated. q 2004 Elsevier B.V. All rights reserved