Quinoidal Naphtho[1,2‑<i>b</i>:5,6‑<i>b</i>′]dithiophenes for Solution-Processed n‑Channel Organic Field-Effect Transistors

A series of new quinoidal naphtho­di­thio­phenes, 2,7-bis­(α,α-di­cyano­methylene)-2,7-di­hydro­naphtho­[1,2-b:5,6-b′]­di­thio­phenes, in which all the four fused aromatic rings are incorporated into the quinoidal system, were synthesized and evaluated as an n-channel organic semiconductor. Solution-processed field-effect transistors exhibited typical n-channel transistor characteristics with the mobility as high as 0.1 cm2 V–1 s–1, which is higher by more than 1 order of magnitude than those reported for isomeric quinoidal naphtho­di­thio­phenes having a naphtho­quinoidal structure.