Palladium-catalyzed cross-coupling of various phosphorus pronucleophiles with chloropyrazines: synthesis of novel Am(III)-selective extractants

Palladium-catalyzed cross-coupling of (di)chloropyrazines with phosphorus pronucleophiles in the presence of a base gave the phosphorylated pyrazines in 81-95% yields. Based on this methodology a series of appropriately functionalized pyrazines was prepared as potential extractants of trivalent cati...

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Veröffentlicht in:Organic & biomolecular chemistry 2012-07, Vol.10 (28), p.5443-5451
Hauptverfasser: Nikishkin, Nicolai I, Huskens, Jurriaan, Assenmacher, Jana, Wilden, Andreas, Modolo, Giuseppe, Verboom, Willem
Format: Artikel
Sprache:eng
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Zusammenfassung:Palladium-catalyzed cross-coupling of (di)chloropyrazines with phosphorus pronucleophiles in the presence of a base gave the phosphorylated pyrazines in 81-95% yields. Based on this methodology a series of appropriately functionalized pyrazines was prepared as potential extractants of trivalent cations from highly acidic nuclear waste. A few hydrophilic derivatives exhibited a very good selectivity for Am(3+) over Eu(3+) with separation factors up to 40 at pH 1 at 0.01 mol L(-1) ligand concentration.
ISSN:1477-0520
1477-0539
DOI:10.1039/c2ob25787d