Substituent Effect on the Electrochemical Oxidation of Trityl Anions

Shelton Bank, Clifford L. Ehrlich, Jon A. Zubieta

Research output: Contribution to journalArticle

23 Scopus citations

Abstract

The reversible one-electron oxidations of triaryl anions and the irreversible second oxidative processes were examined for a series of sequentially substituted p-methyl anions. The cycle voltammograms of the lithium salts prepared in dimethoxyethane reveal that each of the potentials depends upon the substituent in the para positions. The relative effect of substituent on the stability of the several species is compared with other known measurements. Additionally, the relationship between carbanion stability and reduction potential is discussed.

Original languageEnglish (US)
Pages (from-to)1454-1458
Number of pages5
JournalJournal of Organic Chemistry
Volume44
Issue number9
DOIs
StatePublished - Jan 1 1979
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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