Dithio-Fused Boron Dipyrromethenes: Synthesis and Impact of S-Heteroaromatic Annulation Mode.

Three dithio-fused boron dipyrromethenes (BODIPYs), DTFB-1 , DTFB-2 , and DTFB-3 , in which symmetrically S-heteroaromatic ring units fused at [ a ], zigzag, and [ b ] bonds of the parent BODIPY core, respectively, were prepared from the facile and efficient post-functionalization of tetra-halogenated BODIPYs through Pd-catalyzed cyclization. Dithio-fusion at various positions of BODIPY effectively tunes their photophysical properties and single-crystal structural packing arrangements. The single-crystalline microribbons of DTFB-2 exhibit commendable hole mobilities in air, reaching up to 0.03 cm 2 V -1 s -1 .