Fig. presents the electron density difference contour maps for the meta-substituted and the ortho-substituted intermediate species, depicting the cavity-induced localization of the electron density accumulation (red) and depletion (blue). For the meta-substituted intermediate species, the bromine-connected carbon accumulates a large amount of electron density when coupling to the cavity, while the adjacent carbons (ortho and para carbons relative to the nitro group) exhibit strong electron density depletion. On the other hand, the ortho intermediate species in Fig. shows a delocalized electron density accumulation on the bromine-connected carbon and the two carbons in the meta position relative to the bromineconnected carbon. However, the electron density becomes depleted only at the para carbon relative to the bromine-connected carbon (i.e., the carbon opposite the bromine-connected carbon). This reorganization of the electron density allows for the cavity-mediated selectivity of the three cationic intermediate species. In fact, for the ortho intermediate species, one can make a direct connection to a resonance structure for the Wheland intermediate which contains a partial positive charge on the carbon opposite the bromine-connected carbon. Thus, the cavity is stabilizing the ortho Wheland intermediate by shifting the electronic density to a stable resonance structure depicted in scheme. 1d(ii), in contrast to the destabilizing resonance structure which occurs outside the cavity with a partial positive charge in the nitrogen-connected carbon depicted in Fig. .