An Ethynylene‐Bridged Pentacene Dimer: Two‐Step Synthesis and Charge‐Transport Properties

A rigid and planar ethynylene‐bridged pentacene dimer (PenD) was synthesized from pentacenequinone in two steps, skipping the conventional stepwise approach. A brickwork motif in the single crystal shows two‐dimensionally extended electronic interaction in the solid state. Highly crystalline dip‐coated films exhibited average hole mobility of 0.24 cm2 V−1 s−1, comparable to that of the single‐crystal organic field‐effect transistors. This discovery and understanding of the reaction for the facile synthesis of ethynylene‐bridged π‐conjugated systems enables to the synthesis of a wide range of organic semiconducting materials. A rigid and planar ethynylene‐bridged pentacene dimer was synthesized from pentacenequinone in two steps, skipping the conventional stepwise approach. A brickwork motif in the single crystal shows two‐dimensionally extended electronic interaction in the solid state. Highly crystalline dip‐coated films exhibited the comparable hole mobility to that of the single‐crystal organic field‐effect transistors.