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Updated: May 21, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
Cascade reactions forming highly substituted, conjugated phospholes and 1,2-oxaphospholes
Anna I Arkhypchuk1, Marie-Pierre Santoni, Sascha Ott
1Department of Chemistry, Ångström Laboratories, Uppsala University, Box 523, 751 20 Uppsala, Sweden.
Abstract:
More than just a carbon copy: The reaction of a phospha-Wittig-Horner reagent with diacetylenic ketones (see scheme) results in a cascade of reactions that can lead to both an oxaphosphole-terminated cumulene system and an alkene-bridged bis-phosphole. The reaction outcome is determined by the nature of the acetylene termini, with phenyl groups stabilizing a carbene intermediate that dimerizes to give the bis-phosphole product.
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