Anodic acyloxylation based on the acid-base reactions between acetic acid or trifluoroacetic acid and solid-supported bases

Toshiki Tajima, Yuichiro Kishi, Atsushi Nakajima

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

We have developed a novel electrolytic system for anodic acyloxylation based on the acid-base reactions between acetic acid or trifluoroacetic acid and solid-supported bases. On the basis of the electrolytic system, anodic acyloxylation of organic compounds, which even have considerably high oxidation potentials, was successfully carried out to provide the corresponding acyloxylated products in moderate to excellent yields. Furthermore, it was found that silica gel supported bases are not only chemically stable under acidic conditions but also electrochemically stable and thus reusable for many times.

Original languageEnglish
Pages (from-to)5959-5963
Number of pages5
JournalElectrochimica Acta
Volume54
Issue number24
DOIs
Publication statusPublished - 2009 Oct 1
Externally publishedYes

Fingerprint

Trifluoroacetic acid
Trifluoroacetic Acid
Silica Gel
Silica gel
Organic compounds
Acetic acid
Acetic Acid
Oxidation
Acids

Keywords

  • Acid-base reaction
  • Anodic acetoxylation
  • Anodic trifluoroacetoxylation
  • Solid-supported base
  • Supporting electrolyte

ASJC Scopus subject areas

  • Electrochemistry
  • Chemical Engineering(all)

Cite this

Anodic acyloxylation based on the acid-base reactions between acetic acid or trifluoroacetic acid and solid-supported bases. / Tajima, Toshiki; Kishi, Yuichiro; Nakajima, Atsushi.

In: Electrochimica Acta, Vol. 54, No. 24, 01.10.2009, p. 5959-5963.

Research output: Contribution to journalArticle

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AB - We have developed a novel electrolytic system for anodic acyloxylation based on the acid-base reactions between acetic acid or trifluoroacetic acid and solid-supported bases. On the basis of the electrolytic system, anodic acyloxylation of organic compounds, which even have considerably high oxidation potentials, was successfully carried out to provide the corresponding acyloxylated products in moderate to excellent yields. Furthermore, it was found that silica gel supported bases are not only chemically stable under acidic conditions but also electrochemically stable and thus reusable for many times.

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