Journal
ORGANIC LETTERS
Volume 13, Issue 22, Pages 6110-6113Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol202561z
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- Ministero dell'Istruzione dell'Universita e della Ricerca (MIUR)
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A kinetic study of the hydrogen abstraction reactions from tetrahydrofuran (THF) and cyclohexane (CHX) by the cumyloxyl radical was carried out in different solvents. With THF, a 4.5-fold decrease in rate constant (k(H)) was observed on going from isooctane to 2,2,2-trifluoroethanol. An opposite behavior was observed with CHX, where k(H) increased by a factor 4 on going from isooctane to 2,2,2-trifluoroethanol. The important role of substrate structure and of the solvent hydrogen bond donor ability is discussed.
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