Unexpected rapid P -stereomutation of phosphine oxides catalysed by chlorophosphonium salts

Unexpected rapid P -stereomutation of phosphine oxides catalysed by chlorophosphonium salts

P -Stereomutation of phosphine oxides is extremely slow. We show that it is catalysed by chlorophosphonium salts (CPS) which can directly be formed in the system in situ . The racemization of phosphine oxides at ambient conditions catalysed by 1 mol% of CPS takes 1–2 hours and can be arrested by add...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2023-09, Vol.59 (78), p.11696-11699
Hauptverfasser: Al-Sulaimi, Sulaiman, Rajendran, Kamalraj, Nikitin, Kirill, Gilheany, Declan G.
Format: Artikel
Sprache:eng
Schlagworte:
Oxides
Phosphine oxide
Racemization
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Zusammenfassung:P -Stereomutation of phosphine oxides is extremely slow. We show that it is catalysed by chlorophosphonium salts (CPS) which can directly be formed in the system in situ . The racemization of phosphine oxides at ambient conditions catalysed by 1 mol% of CPS takes 1–2 hours and can be arrested by additon of a primary alcohol. The process probably proceeds via the development of oxodiphosphonium P–O–P species.
ISSN:1359-7345
1364-548X
DOI:10.1039/d3cc03719c