NUCLEAR SHIELDING PARAMETERS FOR PROTONS IN HYDROGEN BONDS: II. CORRELATION OF CHEMICAL SHIFTS IN INTRAMOLECULAR HYDROGEN BONDS WITH INFRARED STRETCHING FREQUENCIES

Abstract

Nuclear shielding parameters have been obtained for 24 intramolecularly hydrogen-bonded phenols and naphthols. The shielding parameters are corrected for large diamagnetic anisotropies and a value Δσ_OH obtained which represents the change in shielding parameter in parts per million with reference to the infinite dilution chemical shift of phenol, α-naphthol, or β-naphthol. These values of Δσ_OH are approximately proportional to the change Δv_OH in the OH stretching frequency on formation of the hydrogen bond.