N-Unsubstituted thienoisoindigos: preparation, molecular packing and ambipolar organic field-effect transistors.

N-Unsubstituted thienoisoindigo (TIIG) and its diphenyl derivative (dph-TIIG) are synthesized by using a tert-butoxy carbonyl (t-Boc) group as a protecting group. TIIG has a stacking structure analogous to isoindigo, and dph-TIIG is a hybrid of brickwork and herringbone structures. These compounds exhibit ambipolar transistor properties and particularly dph-TIIG shows the maximum hole and electron mobilities greater than 0.1 cm² V⁻¹ s⁻¹. [ABSTRACT FROM AUTHOR]