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Updated: Jul 1, 2025

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
Published on: November 22, 2016
Triple para-substitution reactions of B(C6F5)3 and [(C6F5)3PF]+ with P(SiMe3)3
Jordan Thomson1, Sofia Michailovich1, Linkun Miao1
1Department of Chemistry, University of Toronto, 80 St. George St, Toronto, ON, M5S3H6, Canada. dstephan@chem.utoronto.ca.
Abstract:
para-Substitution reactions on C6F5 rings of Lewis acids have been exploited to achieve triply substituted derivatives. The reaction of B(C6F5)3 with P(SiMe3)3 ultimately affords the Lewis acid B(C6F4P(SiMe3)2)31. This species binds Lewis bases affording the adducts LB(C6F4P(SiMe3)2)3 (L = MeCN 2, OPEt33, PMe34, PBu35) and reacts with LiMe to give the salt [Li][MeB(C6F4P(SiMe3)2)3]·3THF 6. It also reacts with H2O to give (L)B(C6F4PH2)3 (L = H2O 7, MeCN 8). In an analogous fashion, [(C6F5)3PF][B(C6F5)4] was converted to [FP(C6F4P(SiMe3)2)3] [B(C6F5)4] 9 and subsequently to [(MeO)P(C6F4PH2)3][B(C6F5)4] 10.
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