Kinetic Studies by Means of the NMR Techniques. I. Acid-Catalyzed Proton-Exchange Reactions of Some Substituted Phenols

Article abstract of DOI:10.1246/bcsj.61.3393

A kinetic study was conducted on the acid-catalyzed proton-deuteron-exchange reactions of several substituted phenols.The rates of the exchange were determined by using the two-bond isotope shifts (2Δ) on the carbons and the pattern-fitting analyses for the 13C NMR signals.The observed reaction rates can be expressed additively with substituent parameters.The parameters of the para positions are linearly correlated to the ?_p(1+) with ρ=-3.6.