C−C Coupling of Benzyl Fluorides Catalyzed by an Electrophilic Phosphonium Cation | Zendy

Zhu Jiangtao | Zendy; Pérez Manuel | Zendy; Stephan Douglas W. | Zendy

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C−C Coupling of Benzyl Fluorides Catalyzed by an Electrophilic Phosphonium Cation

Author(s) -

Zhu Jiangtao,

Pérez Manuel,

Stephan Douglas W.

Publication year - 2016

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201603627

Subject(s) - electrophile , phosphonium , chemistry , silanes , allylic rearrangement , aryl , catalysis , medicinal chemistry , organic chemistry , cleavage (geology) , silane , alkyl , materials science , fracture (geology) , composite material

The activation and cleavage of benzyl fluorides by the electrophilic organofluorophosphonium catalyst, [(C 6 F 5 ) 3 PF][B(C 6 F 5 ) 4 ], is reported and used for the preparation of 1,1‐diarylalkanes (37 examples) and substituted aryl homoallylic alkenes (14 examples). This procedure involves mild conditions, avoids harmful waste, and is compatible with a range of substituted arenes and allylic silanes.

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