Ionic TEMPO in Ionic Liquids: Specific Promotion of the Aerobic Oxidation of Alcohols

Tsunehisa Hirashita, Makoto Nakanishi, Tomoya Uchida, Masakazu Yamamoto, Shuki Araki, Isabel W C E Arends, Roger A. Sheldon

Research output: Contribution to journalArticleScientificpeer-review

15 Citations (Scopus)

Abstract

The main objective of this study was to design a recyclable TEMPO (2,2,6,6-tetramethylpiperidinyl-N-oxyl) derivative that could be used as a catalyst in an ionic liquid solvent for the aerobic oxidation of alcohols by using NaNO2 and HCl as co-catalysts. To this end, a TEMPO derivative bearing a quaternary ammonium group, [4-Bu2MeN-TEMPO][PF6] (1), was prepared. It was subsequently shown that this ionic TEMPO derivative is an efficient catalyst for the aerobic oxidation of a variety of primary and secondary alcohols. It exhibits a synergistic effect with ionic liquid solvents and readily outperforms analogous oxidations in methylene chloride. Moreover, the ionic TEMPO could be recycled five times with no loss of activity.

Original languageEnglish
Pages (from-to)2704-2709
Number of pages6
JournalChemCatChem
Volume8
Issue number16
DOIs
Publication statusPublished - 22 Aug 2016

Keywords

  • alcohols
  • ionic liquids
  • oxidation
  • oxygen
  • radicals

Fingerprint

Dive into the research topics of 'Ionic TEMPO in Ionic Liquids: Specific Promotion of the Aerobic Oxidation of Alcohols'. Together they form a unique fingerprint.

Cite this