Jozeliunaite, AugustinaRahmanudin, AimanGrazulis, SauliusBaudat, EmilieSivula, KevinFazzi, DanieleOrentas, EdvinasSforazzini, Giuseppe2022-11-212022-11-212022-11-212022-10-3110.1002/chem.202202698https://infoscience.epfl.ch/handle/20.500.14299/192464WOS:000876782900001We present a quaterthiophene and sexithiophene that can reversibly change their effective pi-conjugation length through photoexcitation. The reported compounds make use of light-responsive molecular actuators consisting of an azobenzene attached to a bithiophene unit by both direct and linker-assisted bonding. Upon exposure to 350 nm light, the azobenzene undergoes trans-to-cis isomerization, thus mechanically inducing the oligothiophene to assume a planar conformation (extended pi-conjugation). Exposure to 254 nm wavelength promotes azobenzene cis-to-trans isomerization, forcing the thiophenic backbones to twist out of planarity (confined pi-conjugation). Twisted conformations are also reached by cis-to-trans thermal relaxation at a rate that increases proportionally with the conjugation length of the oligothiophene moiety. The molecular conformations of quaterthiophene and sexithiophene were characterized by using steady-state UV-vis spectroscopy, X-ray crystallography and quantum-chemical modeling. Finally, we tested the proposed light-responsive oligothiophenes in field-effect transistors to probe the photo-induced tuning of their electronic properties.Chemistry, MultidisciplinaryChemistryelectronic-propertiesconjugated polymersenergy-transferquantum yielddiarylethenefluorescentemissionsensorssystemstext::journal::journal article::research article