NOVEL MOLECULES FOR THE DESIGN OF ORGANIC CONDUCTORS - SYNTHESIS OF ETRACYANO-2,5-BIS(3-PHENYLPROPYL)-P-QUINODIMETHANE AND ,N'-DICYANO-2,5-BIS(3-PHENYLPROPYL)-P-QUINODIIMINE AND X-RAY STRUCTURE OF THE TCNQ DERIVATIVE

The novel etracyano-2,5-bis(3-phenylpropyl)-p-quinodimethane 2 and ,N' -dicyano-2,5-bis(3-phenylpropyl)-p-quinodiimine 3 in which the accepto r TCNQ and DCNQI moieties are covalently linked to weak donors, phenyl rings, by three methylene units have been synthesized and studied as intended donor-acceptor-donor (D-A-D) systems. The cyclic voltammetry data reveal two one-electron reversible reduction waves to the corresp onding anion-radical and dianion. The novel molecules 2 and 3 behave, in solution, as simple TCNQ and DCNQI derivatives, respectively. A str uctural study by X-ray diffraction on the TCNQ-type molecule 2 shows a very planar, nondistorted TCNQ ring with isolated D...A...D triplets between the central TCNQ moiety of a molecule and two phenyl rings of two other different molecules.