Large primary kinetic isotope effects in the abstraction of hydrogen from organic compounds by a fluorinated radical in waterElectronic supplementary information (ESI) available: Tables of kinetic data and plots of kinetic data. See http://www.rsc.org/suppdata/ob/b4/b405075d/
Organic & Biomolecular Chemistry2004Vol. 2(14), pp. 2087–2087
Citations Over Time
Abstract
Isotope effects have been measured for the abstraction of hydrogen from a series of organic substrates by the perfluoro radical, Na+ -O3SCF2CF2OCF2CF2*, in water. Both primary and secondary deuterium isotope effects were measured, with the primary isotope effects ranging in value from 4.5 for isopropanol to 19.6 for acetic acid. The values for the alpha- and beta-secondary deuterium isotope effects were 1.06 and 1.035, respectively. It was concluded that tunneling contributes significantly to the production of the observed, large primary kinetic isotope effects in these C-H abstraction reactions.
Related Papers
- → Nitrogen and deuterium kinetic isotope effects on the Menshutkin reaction(1996)17 cited
- → Large primary kinetic isotope effects in the abstraction of hydrogen from organic compounds by a fluorinated radical in waterElectronic supplementary information (ESI) available: Tables of kinetic data and plots of kinetic data. See http://www.rsc.org/suppdata/ob/b4/b405075d/(2004)6 cited
- → Secondary Deuterium Isotope Effects on Reactions Proceeding Through Carbocations(1983)24 cited
- → Calculations of intrinsic isotope effects and the detection of tunneling in enzyme-catalyzed reactions(1990)10 cited
- Kinetic Deuterium Isotope Effects on the Reactions of 2-(4-Methoxyphenyl)Oxirane in Water Solutions(2006)