A sulfur-containing hetero-octulene: synthesis, host-guest properties, and transistor applications

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 ofS-Octuleneand its supramolecular host-guest interaction with C-60 and C-70 were investigated by fluorescence titration and H-1 NMR. The solution-processed organic field-effect transistor (OFET) measurements demonstrated thatS-Octulenebehaved as a p-type semiconductor with a hole mobility exceeding 0.01 cm(2) V-1 s(-1). Our findings pave a new path to design novel heterocycloarenes for the development of host-guest chemistry and organic semiconductors.