Proton and carbon NMR spectra of 4‐substituted 1‐acetylnaphthalenes

The proton and carbon spectra of ten 4‐X‐l‐acetylnaphthalenes have been assigned. Shift correlations have been made with benzene substituent‐induced chemical shifts (SCS, Lynch plots) and with dual substituent parameters (DSP) in the manner successfully done for many series of 1,4‐disubstituted benzenes. The results obtained are compared with those for 4‐X‐acetophenones and 1‐X‐naphthalenes. The main conclusions are (i) the carbon para to the variable substituent X is more sensitive to change of substituent in the naphthalenes than in the benzenes, (ii) of the carbons ortho to the variable substituent X, that at C‐3 is more sensitive and that at C‐4a is less sensitive, to change of substituent in the naphthalenes than in the benzenes, (iii) the effect of the 4‐substituents on the shift of H‐8 in 1‐acetylnaphthalenes is due mainly to changes in the carbonyl dipole affecting the diamagnetic screening of the proton.