Ambiphilic Properties of SF<sub>5</sub>CF<sub>2</sub>CF<sub>2</sub>Br Derived Perfluorinated Radical in Addition Reactions Across Carbon–Carbon Double Bonds
作者:Piotr Dudziński、Andrej V. Matsnev、Joseph S. Thrasher、Günter Haufe
DOI:10.1021/acs.orglett.5b00268
日期:2015.3.6
SF5-substituted compounds have been synthesized, the direct introduction of SF5(CF2)n moieties has remained almost unexplored. Our investigations revealed the ambiphilic character of the SF5CF2CF2 radical. Addition reactions to electron-rich or electron-deficient alkenes profit either from its electrophilic or nucleophilic properties. Thus, the readily available SF5CF2CF2Br proved to be a promising and versatile
五氟硫基(SF 5)基团的非凡性能引起了有机化学家的关注。尽管已经合成了许多SF 5取代的化合物,但几乎尚未探索直接引入SF 5(CF 2)n部分的方法。我们的研究揭示了SF 5 CF 2 CF 2自由基的歧义性。富电子或缺电子烯烃的加成反应可从其亲电或亲核特性中获利。因此,现成的SF 5 CF 2 CF 2事实证明,Br是引入该全氟部分的有前途且用途广泛的构建基块。