Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 12, Issue 14, Pages 3890-3895Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200501365
Keywords
ionic liquids; Meerwein-Ponndorf-Verley reduction; NADH; photocatalysis; ruthenium
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A photocatalytic system to effect the Meerwein-Ponndorf-Verley reduction of carbonylic compounds to alcohols has been developed. The system comprises [Ru(bpy)(3)](2+) as a photosensitizer, triethanolamine as a sacrificial electron donor, viologen as an electron acceptor, and the carbonyl compound and iPrOH as Meerwein-Ponndorf-Verley reagents. The photocatalytic reaction can be performed in neat iPrOH or in 1-butyl-3-methylimidazolium ionic liquid. Mass spectrometric detection of the viologen hydride derivative VH+ confirms that this species is the reducing agent responsible for the carbonyl compound reduction. The reaction intermediates involved in the photocatalytic system have also been characterized by laser flash photolysis.
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