A photocatalytic acid- and base-free Meerwein-Ponndorf-Verley-type reduction using a [Ru(bpy)<inf>3</inf>]<sup>2+</sup>/viologen couple

Jose Raul Herance, Belén Ferrer, Jose Luis Bourdelande, Jordi Marquet, Hermenegildo Garcia

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21 Citations (Scopus)

Abstract

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 l-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. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
Original languageEnglish
Pages (from-to)3890-3895
JournalChemistry - A European Journal
Volume12
Issue number14
DOIs
Publication statusPublished - 3 May 2006

Keywords

  • Ionic liquids
  • Meerwein-Ponndorf-Verley reduction
  • NADH
  • Photocatalysis
  • Ruthenium

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