Efficient nitrile hydration mediated by RuII catalysts in micellar media

Efficient nitrile hydration to the corresponding amide derivatives is observed in water using poorly soluble [RuCl 2 (η 6 -arene)(PR 3 )] catalysts 1 with the aid of surfactants to ensure substrate and catalyst solubilization, and enabling ligand effect study on catalytic activity. Amide yields of 4...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2010-01, Vol.12 (5), p.79-794
Main Authors: Cavarzan, Alessandra, Scarso, Alessandro, Strukul, Giorgio
Format: Article
Language:English
Subjects:
Catalysis
Catalysts: preparations and properties
Chemistry
Colloidal state and disperse state
Exact sciences and technology
General and physical chemistry
Kinetics and mechanisms
Micelles. Thin films
Organic chemistry
Reactivity and mechanisms
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Summary:Efficient nitrile hydration to the corresponding amide derivatives is observed in water using poorly soluble [RuCl 2 (η 6 -arene)(PR 3 )] catalysts 1 with the aid of surfactants to ensure substrate and catalyst solubilization, and enabling ligand effect study on catalytic activity. Amide yields of 40 to 95% can be observed with a variety of aromatic and aliphatic nitriles using the optimized catalyst system, [RuCl 2 ( p -cymene)(PPh 2 OEt)]/Triton X-114. Catalyst separation and recycling is possible. Efficient hydration of a variety of nitriles to amides can be catalyzed by intrinsically non-water-soluble Ru complexes in water containing surfactants. The micellar medium ensures catalyst solubilization, favoring rapid ligand screening and moderate experimental conditions.
ISSN:1463-9262
1463-9270
DOI:10.1039/b924244a