Synthesis of fluorescent diarylethenes having a 2,4,5-triphenylimidazole chromophore.

Diarylethenes 1a-4a, having a fluorescent 2,4,5-triphenylimidazole chromophore in the aryl group, were synthesized. Upon excitation of the triphenylimidazole chromophore with 366 nm, 1a-4a underwent photocyclization reactions, and the solutions containing 1a-4a changed color from colorless to red-purple or to blue. The colors disappeared by irradiation with visible (lambda > 480 nm) light. The fluorescence intensity of the solutions also reversibly changed with the photochromic reactions. The fluorescence quantum yields of 1a, 2a, 3a, and 4a were determined to be 4.6, 7.7, 9.1, and 8.4%, respectively. The fluorescence quantum yields decreased with the increase in photocyclization quantum yields.