Novel .pi.-extended thiophene-fused electron acceptors for organic metals

Novel π-extended thiophene-fused TCNQ-type and DCNQI-type acceptors have been synthesized from the corresponding quinones by reaction with Lehnert's reagent and bi(trimethylsilyl)carbodiimide (BTC), respectively. Additionally, an example of the little-known hybrid TCNQ-DCNQI-type acceptor has also been obtained. The cyclic voltammetric data of the novel acceptors reveal two different behaviors for these molecules. The TCNQ-type derivatives exhibit a two-electron single-wave reduction to the dianion, as confirmed by controlled potential coulometry analysis