Unusual Negative Photochromism via a Short-Lived Imidazolyl Radical of 1,1′-Binaphthyl-Bridged Imidazole Dimer
J. Am. Chem. Soc., Article ASAP
The colored species isomerizes to the colorless species upon exposure to visible light and thermally returns to the original colored species within 20 min at room temperature. Moreover, the photodecoloration reaction proceeds via a short-lived radical with a half-life of 9.4 μs in benzene at room temperature. Both the colored and colorless species show the photoinduced homolytic bond cleavage reaction of the C–N bond between the nitrogen atom of the imidazole ring and the carbon atom of the 1-position of the 1,1′-binaphthyl moiety and that of the C–C bond between each of the carbon atoms of the 2-position of the imidazole ring, respectively, followed by their formation by rapid radical coupling.