NUCLEOPHILIC-SUBSTITUTION VERSUS ELECTRON-TRANSFER .2. SN2 AT FLUORINE AND ELECTRON-TRANSFER ARE COMPETING AND DIFFERENT PATHWAYS IN ELECTROPHILIC FLUORINATIONS

被引:64
作者
DIFFERDING, E [1 ]
WEHRLI, M [1 ]
机构
[1] CIBA GEIGY AG,CENT RES LABS,CH-4002 BASEL,SWITZERLAND
关键词
D O I
10.1016/S0040-4039(00)79384-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A comparison between the observed rate constants of electrophilic fluorinations and the calculated rates for electron transfer gives for the first time kinetic proof that nucleophilic attack at fluorine has to occur in order to explain the high reaction rates. The low yields of fluorinated products under conditions where ET becomes important are an indication that SN2 and ET are competing and different pathways.
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页码:3819 / 3822
页数:4
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