Anodic Oxidation of m-terphenyl thio-, seleno-and telluroethers: Lowered oxidation potentials due to chalcogen.•••π interaction
Issue Date
2010-02Author
Wilson, George S.
Ammam, Malika
Zakai, Uzma I.
Glass, Richard S.
Publisher
International Union of Pure and Applied Chemistry
Type
Article
Article Version
Scholarly/refereed, publisher version
Published Version
http://www.iupac.org/publications/pac/pdf/2010/pdf/8203x0555.pdfMetadata
Show full item recordAbstract
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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Citation
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)
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