Synthesis and solid-state structures of a tetrathiafulvalene-conjugated bistetracene

A tetrathiafulvalene (TTF)-conjugated bistetracene was synthesized and characterized in the molecular electronic structures based on the spectroscopic measurements and the single-crystal X-ray diffraction analysis. UV/Vis absorption and electrochemical measurements of 5 revealed the considerable electronic communication between two tetracenedithiole units by through-bond and/or through-space interactions. The difference in the crystal-packing structures of 5, showing polymorphism, results in a variety of intermolecular electronic-coupling pattern. Of these, the π-stacking structure of 5 A gave a large transfer integral of HOMOs (97 meV), which value is beyond hexacene and rubrene, thus, quite beneficial to achieve the high hole mobility.