Syntheses of the bis(heterocycle)-fused bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF) derivatives 7 and 8, the heterocycle-fused BEDT-TTF, methylenedithio(ethylenedithio)tetrathiafulvalene (MET), and ethylenedithiotetrathiafulvalene derivatives 9-11, and the 1,3-dioxolane derivative of MET 12a and its analogues 12b-d are described. The heterocycle-fused ketones 17 and 19 with cis ring fusions could be prepared by the BF 3 -promoted reaction of tin dithiolate 13 with dihaloheterocycles 15 and 16 in good yields, respectively, and served as key intermediates for the (RO) 3 Pand/or Me 3 Al-promoted coupling syntheses of these new tetrathiafulvalene donors 7-12. Further, the electrochemical properties of new donors 8-12 by the use of cyclic voltammetry and the molecular structures of 9a, 10a, 11, and 12a by X-ray crystallographic analyses are also reported.

New Tetrathiafulvalene Donors with Extended Peripheral Substituents by Addition of Heterocycles: Synthesis, Properties, and Molecular Structures. -The title compounds, e.g. (V) and (VII), potential organic conductors or superconductors, are prepared by phosphite-promoted coupling reactions or AlMe 3 -promoted coupling-rearrangement reactions. -(YAMADA, J.; TANAKA, S.; SEGAWA, J.; HAMASAKI, M.; HAGIYA, K.; ANZAI, H.; NISHIKAWA, H.; IKEMOTO, I.; KIKUCHI, K.; J.