O-17 NMR INVESTIGATION OF UNSATURATED ALCOHOLS

The O-17 NMR spectra for a series of beta,gamma or gamma,delta unsatur ated alcohols are reported. The chemical shift variation due to the in troduction of the double bond in the beta,gamma or gamma,delta positio n was found to be small, with the effect of beta,gamma unsaturation be ing larger than that of gamma,delta unsaturation. The substituent chem ical shift (SCS) effects of methyl substitution for beta,gamma or delt a hydrogens were also determined. A linear correlation between the O-1 7 chemical shift for the alcohol (ROH) and the C-13 chemical shift for the methyl groups in the corresponding hydrocarbon (RCH3) was obtaine d, allowing predictions of the O-17 chemical shift from corresponding C-13 data. (C) 1998 John Wiley & Sons, Ltd.