Ambiphilic Properties of SF5CF2CF2Br Derived Perfluorinated Radical in Addition Reactions Across Carbon-Carbon Double Bonds

作者:Dudzinski Piotr; Matsnev Andrej V; Thrasher Joseph S; Haufe Guenter*
来源:Organic Letters, 2015, 17(5): 1078-1081.
DOI:10.1021/acs.orglett.5b00268

摘要

The extraordinary properties of the pentafluorosulfanyl (SF5) group attract attention of organic chemists. While numerous 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 building block for the introduction of this perfluorinated moiety.

  • 出版日期2015-3-6