Synthesis of ester-substituted dihydroacridine derivatives and their spectroscopic properties

摘要: Three dihydroacridine derivatives, 2,7-bis(4-methoxycarbonylphenyl)-9,9-diphenyl-9,10-dihydroacridine (1), 2,8-bis(4-methoxycarbonylphenyl)-10,10-diphenyl-5,10-dihydrophenazasiline (2), and 2,7,9,9-tetraphenyl-9,10-dihydroacridine (3), were prepared their spectroscopic properties investigated. These compounds exhibited relatively high quantum yields in a range of solvents. The emission spectra 1 2 displayed large solvatochromic shifts, while the fluorescence behavior was not observed 3. intramolecular charge transfer (CT) process from electron donating moiety at NH site to withdrawing ester occurs excited states 2. increase dipole moment induced by CT determined cause positive solvatochromism. differences between ground state moments based on Lippert–Mataga expression estimated. effect push–pull substitution π-conjugated system also discussed using computational method.