Tetrafluoro and dichloro derivatives of thiophene-fused DCNQI- and TCNQ-type acceptors: a synthetic, electrochemical and crystallographic study

Abstract

Novel thiophene-fused DCNQI derivatives8 and 11 bearing four fluorine atoms have been obtained in good yield from the corresponding quinones by reaction with bis(trimethylsilyl)carbodiimide (BTC). The presence of four fluorine atoms leads to good acceptor molecules which form charge transfer complexes in solution with N,N′-tetramethyl-p-phenylenediamine. The effect of chlorine atoms on the crystal packing in the analoguous thiophene-fused TCNQ derivatives 3a and 3b is also reported.