Synthesis of new type benzo[b]thiophene fused quinones and their tetracyanoquinodimethane derivatives

A series of new type of benzob]thiophene-fused 1,4-benzoquinones and their tetracyanoquinodimethane derivatives were synthesized. The cyclic voltammetric data of new type quinones and tetracyanoquinodimethane derivatives displayed different behavior. All new quinones exhibit two reduction waves corresponding to the radical anion and dianion. On the other hand, most tetracyanoquinodimethane derivatives display a singlewave reduction to the dianion. The benzob]thiophene moiety fused tetracyanoquinodimethane derivatives reveal more negative reduction potentials than that of tetracyanoquinodimethane.