INTRAMOLECULAR DONOR-ACCEPTOR SYSTEMS. 10. MULTIPLE FLUORESCENCES FROM 8-(PHENYLAMINO)-1-NAPHTHALENESULFONATES.

Article abstract of DOI:10.1021/ja00358a008

8-(phenylamino)-1-naphthalenesulfonates exhibit variations in fluorescence maxima and quantum yields with solvent polarity and substituent change. These facts suggest sequential formation of two excited states, a naphthalene-excited S//1//,//n//p state and a charge-transfer state, S//1//,//c//t, as in the case of the 6-(phenylamino)-2-naphthalenesulfonates. An inefficient photochemical dissociation of the sulfonate group to form 1-(phenylamino)naphthalene is reported. Previously reported excited-state kinetics are consistent with the two-step mechanism.