Synthesis, structure, and photophysical properties of polyarylated imidazoles and oxazoles

Article abstract of DOI:10.1002/prac.199733901131

23 tetraphenylimidazoles 1,2 and 11 triphenyl-oxazoles 4,5 with amino, nitro, methoxy, hydroxy, or halogeno substituants chiefly in the para position were prepared. The absorption and fluorescence emission properties were investigated in ethanolic solution. The effects of the substituents in 1,2 on the spectral shifts show that the arrangement of the phenyl rings in 1 position is not coplanar in relation to the heterocycle whereas the phenyl rings in 2 position are more coplanar. The spectral changes of compound 2a in solvents of various polarity (dielectric constants 2,02-47,24) are almost negligible. The Stokes shift is moderately increased. A remarkable increase in the fluorescence quantum yield is observed by chlorine substitution in phenyl ring 2.