Green oxidative synthesis of aldehydes and ketones

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

The major challenge in developing green oxidation methods using metal has been to inhibit the hemolytic cleavage of the peroxo O-O bond that produces a hydroxy radical that undergo non-selective C-H abstraction. This chapter showcases some modern oxidative methods capable of accessing carbonyl compounds using molecular oxygen or hydrogen peroxide as the terminal oxidants, in the order of increment of the innate reactivity of the substrates. Selectivity of autoxidation depends on innate reactivity of the substrates to generate a radical. The chapter shows the traditional radical initiating catalysts for autoxidation of hydrocarbons. Primary alcohols are converted to the corresponding carboxylic acids via the corresponding aldehydes in good yields. Metal oxides have played an important role in organic synthesis due to their capacity for selective oxygen transfer to a wide variety of substrates under mild conditions. Highly enantiomerically enriched ketones have been synthesized from the corresponding prochiral alkanes by enantioselective oxidation catalyzed by chiral manganese complexes.

Original languageEnglish
Title of host publicationGreen Oxidation in Organic Synthesis
Publisherwiley
Pages35-78
Number of pages44
ISBN (Electronic)9781119304197
ISBN (Print)9781119304166
DOIs
Publication statusPublished - 2019 Jul 12

Keywords

  • Aldehydes
  • Alkanes
  • Autoxidation
  • Carbonyl compounds
  • Green oxidation
  • Ketones
  • Modern oxidative methods

ASJC Scopus subject areas

  • Chemistry(all)

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