Synthesis and photophysical properties of structural isomers of novel 2,10-disubstituted benzofuro[2,3-e]naphthoxazole-type fluorescent dyes

Structural isomers of novel 2,10-disubstituted benzofuro[2,3-e]naphthoxazole fluorescent dyes have been synthesized. The phtophysical properties have been investigated in solution and in the solid state. The absorption and fluorescence intensities of the naphth[1,2-d]oxazoles are much stronger than those of the naphth[2,1-d]oxazoles in solution. Moreover, in the solid state, the emission intensities of the former are typically much stronger than those of latter isomers. To understand the differences in photophysical properties, semi-empirical molecular orbital calculations and the X-ray crystallographic analyses have been performed.

► Structural isomers of new oxazole-type fluorescent dyes have been synthesized.
► Mainly obtained isomers exhibited stronger fluorescence than the other isomers.
► The fluorophores with bulky substituent exhibited strong solid state emission.