π-Extended pyrrole-fused heteropine: synthesis, properties, and application in organic field-effect transistors

• Main Authors: Wang, Weifan, Hanindita, Fiona, Tanaka, Yusei, Ochiai, Kotaro, Sato, Hiroyasu, Li, Yongxin, Yasuda, Takuma, Ito, Shingo
• Other Authors: School of Chemistry, Chemical Engineering and Biotechnology
• Format: Article
• Language: English
• Published: 2023
• Subjects: Engineering::Chemical engineering; Organic Electronics; Pyrrole
• Online Access: https://hdl.handle.net/10356/168877
• Institution: Nanyang Technological University

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.