Related Experiment Video
Updated: May 13, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
An efficient route for the synthesis of phosphorus-selenium macro-heterocycles
Guoxiong Hua1, Alexandra M Z Slawin1, Rebecca A M Randall1
1EaStChem School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife KY16 9ST, UK. jdw3@st-andrews.ac.uk.
Abstract:
Four-membered ring [PhP(Se)(μ-Se)]2 (Woollins' reagent, WR) reacts with disodium alkenyl-diols followed by in situ ring-closure reaction with appropriate dibromoalkanes affording a series of unusual nine- to fifteen-membered organoselenophosphorus macrocycles bearing the O-P-Se-Cn-Se-P-O or O-P-Se-Cn-O-P-Se linkage.
Related Concept Videos
The Phosphorus Cycle
Preparation and Reactions of Sulfides
Preparation of Alkynes: Dehydrohalogenation
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Preparation of Nitriles
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction
