Abstract
We have developed azaadamantane-type nitroxyl radicals (AZADOs) and azabicyclo-type nitroxyl radicals (ABNOs) as highly active alcohol oxidation catalysts. Herein, the electrochemical properties of these nitroxyl radicals were investigated by measuring their formal potentials using cyclic voltammetry (CV). The redox potentials were rationalized with the aid of density functional theory (DFT) calculations. A good correlation between the experimental redox potential and the DFT-computed energy differences (ΔE) between nitroxyl radicals and oxoammonium species was obtained, which shows the effectiveness of DFT in predicting the redox potentials of nitroxyl radicals. Redox potential appears to be an important factor of catalytic activity.
Original language | English |
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Pages (from-to) | 2070-2073 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 53 |
Issue number | 16 |
DOIs | |
Publication status | Published - 2012 Apr 18 |
Keywords
- Cyclic voltammetry
- DFT calculation
- Nitroxyl radical
- Organocatalysis
- Redox potential
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry