Kinetic isotope effects for the C-H activation step in phase-transfer halogenations of alkanes

被引:16
作者
Lauenstein, O
Fokin, AA
Schreiner, PR
机构
[1] Univ Gottingen, Inst Organ Chem, D-37077 Gottingen, Germany
[2] Kiev Polytech Inst, Dept Organ Chem, UA-252056 Kiev, Ukraine
关键词
D O I
10.1021/ol0059347
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Within the scope of phase-transfer halogenations (Br and I) of alkanes, significant HID 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.
引用
收藏
页码:2201 / 2204
页数:4
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