N,N-Disubstituted 1,3-Dithiolan-2-iminium–TCNQ\ewdot Salts: Effect of the Substituents on the Nitrogen Atom on the Composition and the Electrical Conductivity

Abstract

Abstract Following 10 simple and complex salts of TCNQ\ewdot with N,N-disubstituted 1,3-dithiolan-2-iminium cations; (Remark: Graphics omitted.) (n=1 when R1=R2=n-Pr, n-C6H13, n-C8H17, Ph, and R1=Me and R2=Ph; n=2 when R1= R2=n-Pr, n-Bu, Ph, and R1=Me and R2=Ph), and (Remark: Graphics omitted.) were prepared. Of these, simple salt (Remark: Graphics omitted.) was obtained in two different crystalline forms; unstable violet needles and green plates. All the salts as compacted samples displayed semi-conducting behaviors in the 20–90 °C range. Electrical resistivities of the 1:2 complex salts fell in the range of 5–90 ohm cm at 25 °C, while the simple and 2:3 complex salts showed much large resistivities (the order of 103–109 ohm cm). The measurements of electronic absorption spectra and magnetic susceptibilities indicated that the simple salts in the solid state involve dimeric (TCNQ)22−, except for the green salt of (Remark: Graphics omitted.) which consists of the iminium cation and discrete TCNQ\ewdot radical anion. Electronic spectra of the 1 : 2 and 2 : 3 complex salts also are discussed in comparison with analogous TCNQ\ewdot salts reported so far.