143746-74-1Relevant articles and documents
Novel ?-Extended Thiophene-Fused Electron Acceptors for Organic Metals
Cruz, Pilar de la,Martin, Nazario,Miguel, Fuencisla,Seoane, Carlos,Albert, Armando,et al.
, p. 6192 - 6198 (2007/10/02)
Novel ?-extended thiophene-fused TCNQ-type and DCNQI-type acceptors have been synthesized from the corresonding quinones by reaction with Lehnert's reagent and bis(trimetylsilyl)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 behaviours for these molecules.The TCNQ-type derivatives exhibit a two-electron single-wave reduction to the dianion, as confirmed by controlled potential coulometry analysis.The DCNQI-type derivatives display two reduction waves to the corresponding radical anion and dianion.The same behaviour is shown by the hybrid TCNQ-DCNQI derivative.The acceptor ability is related to molecular planarity, and a comparative crystallographic study involving TCNQ-type and DCNQI-type derivatives (6a, 7a, and 8a) has been performed.