Effects of superoxide anion generated from aromatic radical anions produced in nucleophilic aromatic photosubstitution reactions

Maria Cervera, Jordi Marquet

Research output: Contribution to journalArticleResearchpeer-review

4 Citations (Scopus)

Abstract

Superoxide anion is generated from aromatic radical anions produced in nucleophilic aromatic photosubstitutions when the reactions are carried out in non-deoxygenated solutions of polar aprotic solvents. Superoxide anion thus generated displaces cyanide anion from acetonitrile and benzyl cyanide, ethoxide anion from ethyl acetate, and methanesulfenate anion from dimethyl sulfoxide. Hence, non-deoxygenated polar aprotic solvents should be avoided in nucleophilic aromatic photosubstitution reactions.
Original languageEnglish
Pages (from-to)966-969
JournalCanadian Journal of Chemistry
Volume76
Issue number6
DOIs
Publication statusPublished - 1 Jan 1998

Keywords

  • Fluoride
  • Nucleophilic aromatic photosubstitution
  • Superoxide

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