SOLUBLE (TETRAETHYLPHTHALOCYANINATO)IRON(II) AND (TETRAETHYLPHTHALOCYANINATO)COBALT(II) COMPOUNDS

The (tetraethylphthalocyaninato)iron and -cobalt compounds Et4PcFe (9), Et4PcCo (8), and Et4PcH2 (7) have been synthesized starting from 3,4-dibromoacetophenone (1) via the corresponding dinitrile 5 or isoindolenine 6, respectively. Et4PcFe (9) reacts with tBuNC, p-diisocyanobenzene (dib), and me4dib to form the bisaxially coordinated compound Et4PcFe(tBuNC)2 (10) and the oligomers [Et4PcFe(dib)]n (11) and [Et4PcFe-(me4dib)]n (12). All of the synthesized compounds, except the oligomers with a chain length of more than 8 - 14 units, are soluble in organic solvents such as chloroform or toluene. The new compounds were characterized by H-1-, C-13-NMR, C-13-CP/NMR, UV/Vis, and IR spectra. In addition the redox properties of Et4PcCo (8) were studied by cyclic voltammetry and spectroelectrochemical methods. The MoBbauer spectra of the (phthalocyaninato)iron compounds 9, 11, and 12 demonstrate the bridged structure of [Et4PcFe(L)]n (L = dib, me4dib) (11, 12). The powder conductivity of [Et4PcFe(dib)]n (11) (sigma-RT = 5.10(-6) S/cm) is ca. 10(6) times higher than that of Et4PcFe (9) (sigma-RT = 9.10(-12) S/cm). After doping with iodine the oligomers 11 and 12 show an increase in conductivity of 10(5) and 10(4), respectively (sigma-RT almost-equal-to 10(-2) S/cm for [Et4PcFe(dib)I0.85]n).