Photoelectron spectra of substituted acetophenones. Correlations with reactivity

Abstract

Ultraviolet photoelectron spectra of 4-R-acetophenones (R = N(CH3)2, t-Bu, Cl) have been determined and the three lowest ionization potentials assigned. Combination of these data with literature data on other 4-R-acetophenone allows correlations of nO IP with redox potentials, nmr chemical shifts of acetyl protons, and chemical reactivity data. Both PhS and nO IP's correlate with Hammett σP constants of the substituent and PhS IP's are found to be linearly related to the first IP's of the analogous monosubstituted benzenes.