Substituent Effect on the Electrochemical Oxidation of Arylmethyl Anions. 3. Effect of Methyl Substitution on Diarylmethyl Anions

Shelton Bank, Alanna Schepartz, Paul Giammatteo, Jon Zubieta

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

Electrochemical oxidation of a series of diarylmethyl anions was examined. Twelve varingly substituted groups including methyl, dimethyl, ring, and a CH2N(CH3)2 group were studied as the lithium salts in dimethoxy-ethane/tetramethylethylenediamine by use of cyclic voltammetry. The potentials depend upon the number and positions of the substituents. The effect of a single methyl group at the various positions as well as the effect of multiple substitution is compared with expectations. These electrochemical results are compared with the triarylmethyl series and acidity data.

Original languageEnglish (US)
Pages (from-to)3458-3464
Number of pages7
JournalJournal of Organic Chemistry
Volume48
Issue number20
DOIs
StatePublished - Oct 1983
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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