Abstract

Transfer hydrogenation of ketones in the presence of half sandwich ruthenium (II) complexes bearing imidazoline and benzimidazole ligand

Highlights

  • The strategies employed in the synthesis of the N-substituted imidazoline and benzimidazole ligands are summarized in Scheme 1

  • Catalytic hydrogen transfer reactions of ruthenium complexes of N-coordinated imidazoline and benzimidazole ligand are very limited for this reaction

  • Due to the encouraging application of half sandwich ruthenium compounds in transfer hydrogenation catalysis, we have examined the catalytic activity of the complexes 3a-3f toward reduction of carbonyl group of ketones

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Summary

Introduction

Transfer hydrogenation is a potentially useful protocol for the reduction of carbonyl compounds to their corresponding alcohols, which are key intermediates in pharmaceuticals, perfumes, agrochemicals, materials and fine chemicals.[1,2,3] In transfer hydrogenation, 2-propanol, glycerol, formic acid, and its salts have been employed as the hydrogen source.4-8 2-propanol is a popular reactive solvent for the transfer hydrogenation reactions since it is easy to handle and is relatively non-toxic, environmentally benign and inexpensive.[9,10,11] Transition metal catalyzed transfer hydrogenation of ketones and aldehydes have attracted attention for the relatively benign nature of the reagents and mild reaction conditions employed.12-16Among the different metal catalyzed hydrogenation reactions, ruthenium-based catalytic systems are found to be effective in the transfer hydrogenation of ketones[17] and imines.[18]. We report the synthesis and characterization of novel half sandwich ruthenium complexes with N-substituted imidazoline and benzimidazole ligand and investigated their catalytic performances for the transfer hydrogenation of ketones. Synthesis of N-substituted imidazoline and benzimidazole ligands.

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