Abstract
A new fast radical mechanism has been observed for the reaction of polyfluorinated alcohols and phenylisocyanate, very sensitive to the change of solvents and the concentration of reactants. The acidity of polyfluoroalcohols seems to be responsible for the observed new reactivity and evidences from kinetic studies, electron paramagnetic resonance, cyclic voltammetry, and photostimulation suggest that polyfluoroalkoxy radical is the key intermediate in the chain. To the best of our knowledge, it is the first time that a radical mechanism is described for the preparation of carbamates. © 2013 Elsevier Ltd. All rights reserved.
Original language | English |
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Pages (from-to) | 6310-6313 |
Journal | Tetrahedron Letters |
Volume | 54 |
Issue number | 47 |
DOIs | |
Publication status | Published - 20 Nov 2013 |
Keywords
- Cyclic voltammetry
- Electron paramagnetic resonance
- Polyfluorocarbamates
- Radical chain reaction
- Single electron transfer