The optical spectra of 4,4 '-dinitrostilbene (1(-)) and 4,4 '-dinitrotolane (2(-)) radical anions show the narrow band widths and partially resolved vibrational structure exhibited by charge-delocalized dinitroaromatic radical anions in the solvents THF, HMPA, and DMPU (dimethylpropyleneurea). Both show the broad, nearly Gaussian-shaped bands found for charge-localized intervalence compounds in DMF, DMSO, and MeCN, with the transition energy of the band maximum, which equals the vertical reorganization energy (lambda) for localized intervalence compounds, increasing in that order. In contrast, 4,4 '-dinitroazobenzene (3(-)) remains delocalized in these solvents, although the line width required to simulate the vibrational structure increases by 200 cm(-1) in DMF and 400 cm(-1) in MeCN compared to HMPA. The change from localized to delocalized spectra as a function of solvent establishes the transition energy for which delocalization occurs and demonstrates that, as predicted, the Hush method substantially underestimates the electronic coupling for compounds that lie near the borderline.