Kinetic isotope effects for the C-H activation step in phase-transfer halogenations of alkanes
Within the scope of phase-transfer halogenations (Br and I) of alkanes, significant H/D kinetic isotope effects (KIE = 4-5) indicate that hydrogen abstraction is rate limiting. The excellent agreement of computed and experimentally determined H/D KIE as well as trapping experiments support the involvement of trihalomethyl radicals in the activation step.
Institut fur Organische Chemie der Georg-August Universitat, Tammannstrasse 2, D-37077 Gottingen, Germany, and Department of Organic Chemistry, Kiev Polytechnic Institute, 37 Pobeda Avenue 252056, Kiev, Ukraine.
O
Lauenstein
AA
Fokin
PR
Schreiner