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Anodic Oxidation of m-terphenyl thio-, seleno-and telluroethers: Lowered oxidation potentials due to chalcogen.•••π interaction
Wilson, George S. ; Ammam, Malika ; Zakai, Uzma I. ; Glass, Richard S.
Wilson, George S.
Ammam, Malika
Zakai, Uzma I.
Glass, Richard S.
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Abstract
The electrochemistry of m-terphenylthio-, seleno-, and telluroethers was studied
using cyclic voltammetry in acetonitrile. All of the compounds studied showed irreversible
oxidations. The first oxidation potentials for the thio- and selenoethers are less positive than
expected. This facilitation in oxidation is ascribed to through-space S···π and Se···π interaction,
respectively, on removal of an electron. No evidence for a comparable effect was
found for the phenyltelluro-ethers studied.
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2010-02
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International Union of Pure and Applied Chemistry
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Ammam, M., Zakai, U.I., Wilson, G.S., Glass, R.S., Anodic Oxidation of m-terphenyl thio-, seleno-and telluroethers: Lowered oxidation potentials due to chalcogen.•••π interaction,. Pure and Applied Chemistry, 82, 555-563 (2010)