Abstract
Polymeric chiral nitroxyl radical catalysts were prepared on an electrode surface by electrochemical polymerization of (6S, 7R, 10R)-2,2,7-trimethyl-10- isopropyl-1-azaspiro[5.5]undecane-1-yloxyl precursors containing a pyrrole side chain. This modified electrode gave a reversible electron transfer for the nitroxyl radical/oxoammonium ion redox couple in cyclic voltammetry at +0.72 V vs. Ag|AgCl. The modified electrode was used for electrocatalytic oxidation of (R)-(+)- and (S)-(-)-1-phenylethanol as an optically active sec-alcohol. Cyclic voltammetric studies showed that the catalytic current for the oxidation of (S)-(-)-1-phenylethanol is greatly enhanced as compared with a small enhancement in the oxidation current for the (R)-isomer. The (S)-isomer can be detected selectively in a mixture of (R)-(+)- and (S)-(-)-1-phenylethanol, even in the presence of an excess amount of (R)-isomer.
Original language | English |
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Pages (from-to) | 257-262 |
Number of pages | 6 |
Journal | Journal of Electroanalytical Chemistry |
Volume | 566 |
Issue number | 2 |
DOIs | |
Publication status | Published - 2004 May 15 |
Keywords
- Amperometric determination
- Chiral nitroxyl radical
- Cyclic voltammetry
- Electrocatalytic oxidation
- Electrochemical polymerization
ASJC Scopus subject areas
- Analytical Chemistry
- Chemical Engineering(all)
- Electrochemistry