New and simple polyaromatic compounds containing two thiophene rings were prepared via photocyclization and their structural and photophysical properties were evaluated via H-1 NMR spectroscopy and X-ray crystallographic analysis. On the basis of X-ray analysis, it was determined that the molecular structure of the compound was highly strained and that they contain two hetero [4] helicene moieties. The compounds were investigated as active layer in p-type organic field-effect transistors (p-OFET) in top contact type devices. Notably, the compound containing two thiophene components exhibited very stable p-type semiconducting behavior in moist air. (C) 2016 Elsevier B.V. All rights reserved.