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A heterocycloarene derivative (S-Octulene) possessing two sulfur atoms was conveniently synthesized through Bi(OTf)3-catalyzed cyclization from a macrocyclic tetramethoxyethenylated precursor. The physical properties of S-Octulene and its supramolecular host–guest interaction with C60 and C70 were investigated by fluorescence titration and 1H NMR. The solution-processed organic field-effect transistor (OFET) measurements demonstrated that S-Octulene behaved as a p-type semiconductor with a hole mobility exceeding 0.01 cm2 V−1 s−1. Our findings pave a new path to design novel heterocycloarenes for the development of host–guest chemistry and organic semiconductors. [ABSTRACT FROM AUTHOR]

A diketopyrrolopyrrole–thiazolothiazole copolymer with a short π–π stacking distance (3.52 Å), due to the introduction of heteroaromatic rings, exhibits a high charge mobility above 3.40 cm2 V−1 s−1 at a relatively gentle annealing temperature. [ABSTRACT FROM AUTHOR]