Abstract
1-Aza- and 1,3-diazaazulenium ions, stable heterocyclic cations, were easily prepared. They afforded conducting salts of tetracyanoquinodimethane radical anions (TCNQ .−) by metathesis with Li +TCNQ .−. Some salts exhibit good conductivities despite 1:1 salts. The nitrile stretching frequencies of the salts obtained here are not linearly correlated with the degrees of charge transfer due to strong interactions between the nitrile groups and heteroatoms of the cations. X-ray structural analysis of 2-imino-3-thia-1-azaazulenium-TCNQ salt reveals the novel crystal structure in which a ribbon-like network is formed by short interheteroatom contacts and hydrogen bondings.
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