Elucidating the Role of Aromatic Interactions in Rotational Barriers Involving Aromatic Systems

Abstract

The measurement of aryl-naphthyl rotational barriers, Δ<i>G</i>^⧧, in various solvents for two substituted 1,8-diarylnaphthalenes by dynamic ¹H NMR showed that Δ<i>G</i>^⧧ trends in aromatic systems can be fully rationalized only when considering the different types of aromatic interactions that can be established in the ground and transition states, namely, intramolecular interactions involving the aromatic rings and specific solvation interactions