π-Extended Pyrrole-Fused Heteropine: Synthesis, Properties, and Application in Organic Field-Effect Transistors

W. Wang, F. Hanindita, Y. Tanaka, K. Ochiai, H. Sato, Y. Li, T. Yasuda,* S. Ito*
Angew. Chem. Int. Ed. 2023, 62, in press. DOI: 10.1002/anie.202218176

Abstract: Sulfur-embedded polycyclic aromatic compounds have been used as building blocks for numerous organic semiconductors over the past few decades. While the success is based on thiophene-containing compounds, aromatic compounds that contain thiepine, a sulfur-containing seven-membered-ring arene, has been less well investigated. Here we report the synthesis and properties of π-extended pyrrole-fused heteropine compounds such as thiepine and oxepine. A π-extended pyrrole-fused thiepine exhibited a ‘pitched π-stacking’ structure in the crystal, and exhibited a high charge carrier mobility of up to 1.0 cm2·V−1·s−1 in single-crystal field-effect transistors.

-News, Original Articles, Publications