Correlation of ¹³C N.M.R. shifts with chemical reactivity in phenethyl systems

Abstract

Correlations between ¹³C substituent-induced chemical shifts (scs) for carbon atoms in substituted phenethyl bromides, dimethylphenethylsulphonium bromides and ethylbenzenes have been examined. C1 ¹³C scs were found to correlate with Hammett D values as expected from previous results with ¹H scs. The β-carbons showed no correlation while the α-carbons showed an inverse linear relationship with the electron-withdrawing power of the substituents.