Electron transfer through molecular bridges between reducible pentakis(thiophenyl)benzene subunits

Mayor, Marcel and Bueschel, Michael and Fromm, Katharina M. and Lehn, Jean-Marie and Daub, Jörg (2001) Electron transfer through molecular bridges between reducible pentakis(thiophenyl)benzene subunits. CHEMISTRY-A EUROPEAN JOURNAL, 7 (6). pp. 1266-1272. ISSN 0947-6539

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Abstract

Dimers 3, 4 and 7 which consist of two reducible pentakis(thiophenyl)benzene subunits linked by different molecular structures, have been synthesised as model compounds for reducible molecular-wire-type synthons to represent differences in the electron-transfer ability as a function of the bridging structure. The bridging units consist of para-divinylbenzene in 3, bis-hydrazone in 4 and diacetylene in 7. Their ability to transfer electrons from one reducible subunit to the other was investigated by electrochemical and spectroelectrochemical methods and, in the case of 4 and 7 the solid-state structures support the experimental findings. The para-divinylbenzene bridge in 3 was found to completely isolate the reducible structures (Class I system). In contrast, the diacetylene bridge in 7 electronically connects the two reducible structures (ClassIII system) and, thus, demonstrates its potential application as a "molecular wire" The bis-hydrazone-linked compound 4 displayed only a low level of electronic connection between the subunits and was only observed in the spectroelectrochemical investigation.

Item Type: Article
Uncontrolled Keywords: COMPLEXES; MEMBRANES; WIRES; CAROVIOLOGENS; REDUCTION; SWITCHES; CENTERS; SYSTEMS; RODS; conjugation; electron transfer; mixed-valent compounds; molecular wires; polythiobenzenes
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Prof. Dr. Jörg Daub
Depositing User: Dr. Gernot Deinzer
Date Deposited: 08 Feb 2022 15:32
Last Modified: 08 Feb 2022 15:32
URI: https://pred.uni-regensburg.de/id/eprint/41636

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