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Regioselective CF Bond Activation of Hexafluoropropylene on Palladium(0): Formation of a Cationic η 2 ‐Perfluoroallylpalladium Complex
Author(s) -
Ohashi Masato,
Shibata Mitsutoshi,
Ogoshi Sensuke
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201408467
Subject(s) - cationic polymerization , chemistry , hexafluoropropylene , palladium , regioselectivity , ligand (biochemistry) , bond cleavage , stereochemistry , cleavage (geology) , medicinal chemistry , lewis acids and bases , polymer chemistry , catalysis , organic chemistry , materials science , copolymer , biochemistry , receptor , composite material , tetrafluoroethylene , fracture (geology) , polymer
Abstract A chemoselective C(sp 2 )F or C(sp 3 )F bond activation of hexafluoropropylene (HFP) was achieved by adopting the proper combination of a Lewis acid co‐additive with a ligand which coordinates Pd 0 . The treatment of [(η 2 ‐HFP)Pd(PCy 3 ) 2 ] with B(C 6 F 5 ) 3 allowed a chemoselective C(sp 3 )F bond cleavage of HFP to give a unique cationic perfluoroallypalladium complex. In this complex, the coordination mode of the perfluoroallyl ligand was considered to be of the unique η 2 ‐fashion.