Abstract

The shapes and maxima of the adsorption spectra of 5( E)-(4′-substituted styryl)-1,3-dimethyluracils (4′-X-5( E)-SDUs), with the exception of the 4′-nitro derivatives, are little influenced by solvents. 4′-NO 2-5( E)-SDU exhibits an intramolecular charge transfer absorption band and a low emission which shifts to lower energies with increasing solvent polarity. The relatively weak fluorescence of the 4′-X-5( E)-SDUs implies the significant proximity effect due to the (n,π*) state. The azulene quenching experiments on the direct and sensitized photoisomerization indicate a singlet mechanism for 4′-OCH 3-5( E)-SDU and 4′-CH 3-5( E)-SDU, both singlet and triplet mechanisms for 4′-halogen-substituted-5( E)-SDUs and a triplet mechanism for 4′-NO 2-5( E)-SDU in direct trans → cis photoisomerization.

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