Abstract

1,3-Diazaphenalene system was utilized as an electron-donor molecular system for hydrogen-bonded charge-transfer complexes. The electron-donating ability of N-methyl-1,3-diazaphenalene was similar to those of N-methyl-1,6-diazaphenalene and bis(ethylenedithio)TTF in terms of the CV measurements. TCNQ complexes of 1,3-diazaphenalene and 2-phenyl derivative were ionic complexes, while that of 2-tert-butyl derivative seemed to be a partial charge-transfer complex from the results of IR and electronic spectra in KBr. A compressed pellet of TCNQ complex of 2-tert-butyl derivative exhibited a high electrical conductivity (σ = 0.16 S cm -1 ) at room temperature with semiconducting behavior (E = 67 meV).

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