1H and 13C NMR studies of two monosubstituted [2.2]paracyclophanes

250 MHz ¹H NMR of two monosubstituted 2.2]paracyclophanes shows that whether the substituent is an electron releasing group, OMe, or a withdrawing group, CO₂Me, the transannular effect is deshielding. 62.86 MHz ¹³C NMR shows that among the six transannular effects, only one has a sign which changes with the nature of the substituent (–4.6 ppm for OMe but +3.3 ppm for CO₂Me).