Recent progress in oxidative organic transformations employing nitroxyl radicals

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2 Citations (Scopus)

Abstract

Nitroxyl radicals (N-oxyls or nitroxides), as exemplified by TEMPO (2,2,6,6-tetramethylpiperi-dinyl-l-oxy), AZADO (2-azaadamantane N-oxyl), and PINO (phthalimidiy N-oxyl), represent a stable class of organic radicals that exhibit unique properties and reactivity. The diverse and exotic chemistry of these compounds has been found versatile use in electron spin resonance (ESR) studies as spin labels, in biological studies as antioxidants, as charge carriers for energy storage, as mediators in polymerization reactions, and as catalysts in chemical and electrochemical oxidation reactions. This article describes recent synthetic applications of the two most prominent classes of N-oxyl compounds, namely, aminoxyl and imidoxyl species, to effect useful oxidative transformations.

Original languageEnglish
Pages (from-to)424-432
Number of pages9
JournalYuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
Volume77
Issue number5
DOIs
Publication statusPublished - 2019 Jan 1

Keywords

  • Aerobic oxidation
  • Alcohol oxidation
  • Hybrid catalysis
  • Nitroxyl radicals
  • Organocatalyst
  • Redox catalyst
  • Stable radicals

ASJC Scopus subject areas

  • Organic Chemistry

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