Tricyanovinyl-Substituted Oligothiophenes

Abstract

We describe the syntheses and electrochemical properties of four oligothiophene derivatives endowed with the tricyanovinyl (TCV) group, which facilitates reduction and promotes π-stacking, suggesting these materials may be suitable for n-type, and possibly ambipolar, transport. Compound 1 crystallizes in the noncentrosymmetric, orthorhombic Pna21 space group. Compound 2, however, crystallizes in the monoclinic P21/c space group. All compounds showed reversible reduction potentials, lower than those of the parent oligothiophenes by almost 2 V.