Synthesis and structural characterization of a TCNQ based organic semi-conducting material with a 2:5 stoichiometry

J Org Chem. 2011 Dec 16;76(24):10078-82. doi: 10.1021/jo2018334. Epub 2011 Nov 22.

Abstract

The tetrabutylammonium complex with a 2:5 stoichiometry, (n-Bu(4)N)(2)(TCNQ)(5), has been prepared and structurally characterized by X-ray crystallography. Diagnostic bands in the Raman spectrum and signature features in the electrochemistry confirm that the TCNQ moieties are partially charged in the solid state. EPR, magnetic susceptibility, and electrical conductivity measurements are all consistent with (n-Bu(4)N)(2)(TCNQ)(5) behaving as a quasi-one-dimensional organic semiconductor.