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Analyzing the photophysical properties of highly substituted BN-91-naphthalenes, a significant redshift is apparent in both the UV/Vis absorption and emission spectra. Experimental results are in agreement with (TD)-DFT calculations, implying that the incorporation of a potent electron-donating amino group at the 1- or 6-position, or both positions, lowers the energy of the highest occupied molecular orbital (HOMO), resulting in a substantial decrease in the HOMO-LUMO