Novel reversible ionic-to-covalent transition in a highly conducting TTF derivative

ORGN 403

Clifton Kwang-Fu Shen1, Hieu Duong2, Gursel Sonmez1, and Fred Wudl3. (1) Department of Chemistry and Biochemistry, Exotic Materials Institute, University of California, Los Angeles, 405 Higard Ave., Los Angeles, CA 90095, (2) Department of Chemistry and Biochemistry/Exotic Materials Institute, UCLA, 405 Hilgard Avenue, Los Angeles, CA 90095-1569, (3) Department of Chemistry and Biochemistry, University of California, Exotic Materials Institute, Los Angeles, CA 90095-1569
Tetrathiafulvalene (TTF) produces two completely different phenomena with the different isomers of chloranil; with the para- isomer it produces an insulating, alternating stack, and neutral solid at ambient temperature. While with the ortho- isomer, a more interesting system is produced consisting of interconvertible conducting ionic and covalent components. The ionic conductor 1 exhibits a strong ESR signal with a solution g-shift value of 2.0081. The hyperfine coupling provides further confirmation for the existence of TTF radical cation. On the other hand, single crystal X-ray crystallography revealed a benzodioxane structure of 2. The conversion of 2 back to TTF radical cation is possible either thermally or chemically.

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Materials, Devices, and Switches
8:00 AM-12:00 PM, Wednesday, March 31, 2004 Anaheim Convention Center -- 303A, Oral

Division of Organic Chemistry

The 227th ACS National Meeting, Anaheim, CA, March 28-April 1, 2004