Jump to main content
Jump to site search


A bis(pyridyl)-N-alkylamine/Cu(I) catalyst system for aerobic alcohol oxidation

Author affiliations

Abstract

Herein a bis(pyridyl)-N-alkylamine/CuI/TEMPO/NMI catalyst system is reported for aerobic oxidation of a variety of primary alcohols to the corresponding aldehydes using readily available reagents, at room temperature and ambient air as the oxidant. ESI-MS analysis of the reaction showed the formation of a [(L1)(NMI)CuII-OOH]+ species, which is a key intermediate in the alcohol oxidation reaction. Evaluation of the effect of reaction parameters on the initial rate of the reaction allowed us to obtain the optimum conditions for catalytic activity. The careful choice of reaction solvent allowed for the oxidation of 4-hydroxybenzyl alcohol, a substrate which proved problematic in previous studies. In the case of 2-pyridinemethanol as substrate, experimental evidence shows that catalytic activity is diminished due to competitive inhibition of the catalyst by the alcohol substrate.

Graphical abstract: A bis(pyridyl)-N-alkylamine/Cu(i) catalyst system for aerobic alcohol oxidation

Back to tab navigation

Supplementary files

Publication details

The article was received on 07 Jun 2017, accepted on 28 Jul 2017 and first published on 28 Jul 2017


Article type: Paper
DOI: 10.1039/C7OB01383C
Citation: Org. Biomol. Chem., 2017, Advance Article
  •   Request permissions

    A bis(pyridyl)-N-alkylamine/Cu(I) catalyst system for aerobic alcohol oxidation

    L. Marais, J. Burés, J. H. L. Jordaan, S. Mapolie and A. J. Swarts, Org. Biomol. Chem., 2017, Advance Article , DOI: 10.1039/C7OB01383C

Search articles by author

Spotlight

Advertisements