LES TRIBROMURES DE PHOSPHONIUMS. AGENTS DE BROMATION DE SUBSTRATS ORGANIQUES
- 13 December 1985
- journal article
- research article
- Published by Taylor & Francis in Phosphorus and Sulfur and the Related Elements
- Vol. 25 (3) , 357-367
- https://doi.org/10.1080/03086648508072751
Abstract
The reactivities and selectivities of phosphonium tribromides 1–4 towards ketones and their ketals, in the presence of other functional group reactive towards bromide (free enolic position, activated aromatic ring or double bond), are studied and compared with the trimethyl phenyl ammonium tribromide 5. The abilities of the two kinds of tribromides are similar, with a better selectivity of phosphoniums salts toward unsaturated ketones, which is probably induced by the greater stability of the ion-pair in phosphonium salts. They act essentially by the tribromide without specific bond interactions between phosphorus and heteroatom of the substrate.Keywords
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