期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 1, 页码 283-287出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201808646
关键词
aromatic substitution; defluorination; density functional calculations; reaction mechanisms; silylation
资金
- Westfalische Wilhelms-Universitat Munster
- China Scholarship Council
The reaction of readily generated silyl lithium reagents with various aryl fluorides to provide the corresponding aryl silanes is reported. DFT calculations reveal that the nucleophilic aromatic substitution of the fluoride anion by the silyl lithium reagent proceeds through concerted ipso substitution. In contrast to the classical nucleophilic aromatic substitution, this concerted ionic silyldefluorination also occurs on more electron-rich aryl fluorides.
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