LAUSR

Abstract Two low-symmetry analogues of perfluorinated subphthalocyanine bearing 1,2,5-thiadiazole ring(s) instead one or two benzene rings were synthesized by cocyclotrimerization of tetrafluorophthalonitrile and 1,2,5-thiadiazolo-3,4-dicarbonitrile in the presence of dichlorophenylboron(III) in chlorobenzene. New subporphyrazines have being characterized by mass-spectrometry, NMR spectroscopy ( 1 H, 11 B, 19 F), electronic absorption and emission spectra. Reduction of the symmetry of the suborphyrazine π-chromophore lifts degeneracy of the LUMO and leads to a split Q-band in the visible region (∼540–550 and ∼570–580 nm). New absorption band due to charge transfer between the subporphyrazine core and fused π-electron deficient 1,2,5-thiadiazole rings appears at 390–420 nm.