STRUCTURAL EFFECTS DETERMINING THE REDUCTIVE ELECTRON-TRANSFER CHEMISTRY OF 2.5-DISUBSTITUTED FURANS - ONE AND 2-ELECTRON TRANSFER BEHAVIOR INVESTIGATED BY CYCLIC VOLTAMMETRY AND UV/VIS/NIR-SPECTROELECTROCHEMISTRY

SALBECK, J and SCHOBERL, U and RAPP, KM and DAUB, J (1991) STRUCTURAL EFFECTS DETERMINING THE REDUCTIVE ELECTRON-TRANSFER CHEMISTRY OF 2.5-DISUBSTITUTED FURANS - ONE AND 2-ELECTRON TRANSFER BEHAVIOR INVESTIGATED BY CYCLIC VOLTAMMETRY AND UV/VIS/NIR-SPECTROELECTROCHEMISTRY. ZEITSCHRIFT FUR PHYSIKALISCHE CHEMIE-INTERNATIONAL JOURNAL OF RESEARCH IN PHYSICAL CHEMISTRY & CHEMICAL PHYSICS, 171. pp. 191-212. ISSN 0942-9352,

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Abstract

The reductive electron transfer behaviour of 2,5-disubstituted furans with the general formula A is investigated. A comparison with related dicyanovinyl substituted benzene derivatives, a monosubstituted furan, thiophenes and pyrrols is given. Radical anions, dianions and trianions are characterized by cyclic voltammetry and UV/VIS/NIR-spectroelectrochemistry. Electronic spectra are reported. The reduction of A to their dianions depends sensitively on the length of the pi-conjugated side chains and can be shifted from a stepwise process with two clearly separated waves to an electron transfer mechanism with a single "two-electron" transfer wave in the cyclic voltammogram. The compounds A with higher conjugated side groups tend to the "merging wave" behaviour. A structural evaluation of these findings is discussed. The furans A and the thiophenes exhibit electrochemichromic behaviour. Applications of A in material science chemistry are shortly adressed.

Item Type: Article
Uncontrolled Keywords: OPTICALLY TRANSPARENT ELECTRODES; ORGANIC-CHEMISTRY; CHARGE-TRANSFER; REDOX SYSTEMS; ELECTROCHEMICAL REDUCTION; THIN-LAYER; METALS; CYCLOOCTATETRAENE; SPECTROSCOPY; DERIVATIVES; RADICAL ANIONS; DIANIONS; TRIANIONS; ONE-ELECTRON AND 2-ELECTRON TRANSFER PROCESSES; DICYANOVINYL SUBSTITUTED HETEROCYCLES
Depositing User: Dr. Gernot Deinzer
Last Modified: 19 Oct 2022 08:47
URI: https://pred.uni-regensburg.de/id/eprint/55189

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