Preparation, properties, and reduction of a novel TCNQ-type thienoquinoid.
[Structure: see text] TCNQ-type bithienoquinoid condensed with a alpha-dicarbonyl group was synthesized. The compound revealed a reversible reduction wave at +0.32 V vs SCE. The radical anion species was cleanly generated by a reduction with Na-Hg and characterized: lambdamax=1027 nm in vis-NIR and a large spin density of the beta-carbon atoms on the fused ring by EPR spectroscopy. The radical anion salts were isolated by a reduction with iodide and showed moderate conductivity.
Kozaki
Masatoshi
M
Department of Chemistry, Graduate School of Science, Osaka City University, 3-3-138 Sugimoto, Sumiyoshi-ku, Osaka 558-8585, Japan.
Sugimura
Keitaro
K
Ohnishi
Hiroaki
H
Okada
Keiji
K