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Activation of C-F and Ni-C Bonds of [P,S]-Ligated Nickel Perfluorometallacycles
Journal article   Peer reviewed

Activation of C-F and Ni-C Bonds of [P,S]-Ligated Nickel Perfluorometallacycles

Kaitie A. Giffin, Daniel J. Harrison, Ilia Korobkov and R. Tom Baker
Organometallics, Vol.32(24), pp.7424-7430
23/12/2013
DOI: https://doi.org/10.1021/om400933k

Abstract

Chemistry Chemistry, Inorganic & Nuclear Chemistry, Organic Physical Sciences Science & Technology
The first example of a [P,S]-ligated metal perfluorocyclopentane is reported. The new metallacycle undergoes C-alpha-F activation in the presence of a Lewis acid, followed by chemoselective ligand migration, affording a fused metallabicyclic product. Reactivity of this product includes an unprecedented nucleophile-induced ring-opening reaction, involving loss of a beta-fluoride. Additionally, hydrolysis of the metallabicyclic product affords a single isomer of hexafluoro-1-butene.

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