Michael König, Anne Linhardt, Oliver Brüggemann, Ian Teasdale,
"Phosphine functionalized polyphosphazenes: soluble and re-usable polymeric reagents for highly efficient halogenations under Appel conditions"
, in Monatshefte für Chemie - Chemical Monthly, Vol. 147, Nummer 9, Seite(n) 1575-1582, 3-2016, ISSN: 0026-9247
Original Titel:
Phosphine functionalized polyphosphazenes: soluble and re-usable polymeric reagents for highly efficient halogenations under Appel conditions
Sprache des Titels:
Englisch
Original Kurzfassung:
In this paper we present the preparation and application of a novel soluble phosphine functionalized polyphosphazene (poly[3-(diphenylphosphino)propylamino]phosphazene) and investigate its application as a polymeric reagent. Upon chlorination of the pendant phosphine groups, the polymer was found to facilitate the rapid and efficient transformation of alcohols to the corresponding chlorides and bromides under Appel-type conditions. Reaction times followed by 31P NMR spectroscopy are shown to be rapid (several minutes) and the yields for the transformation of alcohols to the corresponding halides are in the range 80?99 %. The facile recovery of the oxidized polymeric agent by precipitation is also described, offering a significant advantage over notoriously difficult to remove small molecule phosphine oxide by-products. Furthermore the regeneration of the reactive phosphine chloride pendant groups is demonstrated, which could be efficiently re-used in a further chlorination reaction.
Sprache der Kurzfassung:
Englisch
Journal:
Monatshefte für Chemie - Chemical Monthly
Volume:
147
Number:
9
Seitenreferenz:
1575-1582
Erscheinungsmonat:
3
Erscheinungsjahr:
2016
ISSN:
0026-9247
Anzahl der Seiten:
8
Reichweite:
international
Publikationstyp:
Aufsatz / Paper in sonstiger referierter Fachzeitschrift
Forschungs-