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Updated: Aug 20, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
Transient 2H-phospholes as powerful synthetic intermediates in organophosphorus chemistry
1Department of Chemistry, University of California-Riverside, Riverside, CA 92521-0403, USA.
Abstract:
Transient 2H-phospholes are easily obtained from 1-R-1H-phospholes by a [1,5]-shift of the R-substituent from phosphorus to the alpha-carbons of the ring. They display cyclopentadiene-like chemistry: [4+2]-cycloaddition reactions with alkenes, alkynes, conjugated dienes and aldehydes, deprotonation to give the aromatic phospholide ions, and reaction with transition metal derivatives to give eta(5)-phospholyl complexes. The resulting products have found some use in homogeneous and asymmetric catalysis and show some promise in the field of electroconducting polymers.
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