Fluorescence Characteristics of [(Benzoyloxy)methyl]anthracene Donor-Acceptor Systems.

A theoretical investigation on fluorescence properties of [(benzoyloxy)methyl]anthracene derivatives containing different groups (OCH3, CH3, H, CF3, F, CN, and NO2) as substituent on the phenyl ring is reported. Electron transfer rate constants for the molecules were calculated using Marcus theory. Theoretical electron transfer rate constants agreed with experimentally observed trend of fluorescence quenching. Large electron transfer rate constants were obtained for molecules containing strongly electron withdrawing groups as the substituent on the phenyl ring. Calculations were conducted at Hartree-Fock and density functional (HF/6-31G(d) and B3LYP/6-31G(d)) levels of theory. Density functional theory predicted spurious charge transfer excited states for molecules containing NO2, CN, and CF3 as the substituent on the phenyl ring.