Anodic oxidation of m-terphenyl thio-, seleno- and telluroethers: Lowered oxidation potentials due to chalcogen center dot center dot center dot pi interaction

作者：Ammam Malika; Zakai Uzma I; Wilson George S; Glass Richard S^*

来源：Pure and Applied Chemistry, 2010, 82(3): 555-563.

DOI：10.1351/PAC-CON-09-08-10

• electrochemistry
• facilitated oxidation
• photoelectron spectroscopy
• sulfur
• Se center dot center dot center dot pi interaction
• substituted m-terphenyls

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 center dot center dot center dot pi and Se center dot center dot center dot pi interaction, respectively, on removal of an electron. No evidence for a comparable effect was found for the phenyltelluro-ethers studied.

• 出版日期2010-3