Oxidation of alcohols with nitroxyl radical under polymer-supported two-phase conditions

Yoshitomo Kashiwagi, Shinya Chiba, Jun Ichi Anzai

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

The oxidation of alcohols to carbonyl compounds was studied using potassium hexacyanoferrate(III) mediated by nitroxyl radical as the catalyst under polymer-supported organic-aqueous two-phase conditions. Primary alcohols are readily oxidized to the corresponding aldehydes in excellent yield with no over-oxidation to carboxylic acids. Secondary alcohols are converted to the corresponding ketones with a much lower efficiency. The oxidation reactions of primary alcohols in the presence of secondary alcohols is strongly favored. Primary-secondary diols are selectively transformed into hydroxy aldehydes with small amounts of ketoaldehydes, the amount of isomeric keto alcohols remaining is less than 1%.

Original languageEnglish
Pages (from-to)1545-1549
Number of pages5
JournalNew Journal of Chemistry
Volume27
Issue number11
DOIs
Publication statusPublished - 2003 Nov 1

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

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