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Updated: Feb 26, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
Published on: November 22, 2016
Electrophilic bis-fluorophosphonium dications: Lewis acid catalysts from diphosphines
Michael H Holthausen1, Rashi R Hiranandani1, Douglas W Stephan1,2
1Department of Chemistry , University of Toronto , 80 St. George St , Toronto , Ontario M5S3H6 , Canada .
Abstract:
Stepwise oxidation of 1,8-bis(diphenylphosphino)naphthalene and a series of (oligo)methylene-linked diphosphines with XeF2 followed by fluoride abstraction yields a family of compounds featuring phosphine, phosphonium and phosphorane moieties in close proximity. The bisphosphonium ions [(C10H6)(Ph2PF)2]2+ (5) and [CH2(Ph2PF)2]2+ (9a) exhibit remarkable Lewis acidity arising from the proximity of the phosphonium centers. The effectiveness of bisphosphonium dications (5, 9a-e) is examined in a series of Lewis acid catalysed transformations.
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