Abstract

A simple, highly efficient and mild catalytic oxidation of benzoins to the corresponding benzils was developed using manganese(II) Schiff base complexes as novel and reusable catalyst in the presence of acetonitrile as solvent and H2O2as green oxidant. This simple method affords benzil derivatives at room temperature in short reaction times with high yield and purity. This convenient procedure will allow a further increase of the diversity within the benzil family.

Highlights

  • Benzil, an alpha diketone, is one of the important organic intermediates and has received an enormous attention because of its practical applications in organic and pharmaceutical industry such as photosensitive and synthetic reagents [1,2,3]. e oxidation of benzoins is one of the most efficient and practical methods for the synthesis of benzils

  • The oxidation of benzoins to benzils has been accomplished by classical reagents such as nitric acid [4], Fehling’s solution [4], thallium nitrate [5], ammonium nitrate—copper acetate [6], bismuth nitrate—copper acetate [7], and ferric nitrate [8]

  • We have reported a simple and convenient method for the effective oxidation of benzoin derivatives to corresponding benzils under mild conditions by manganese(ΙΙ) Schiff base complex and H2O2 at room temperature (Scheme 1)

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Summary

Introduction

An alpha diketone, is one of the important organic intermediates and has received an enormous attention because of its practical applications in organic and pharmaceutical industry such as photosensitive and synthetic reagents [1,2,3]. e oxidation of benzoins is one of the most efficient and practical methods for the synthesis of benzils. Schiff base complexes of transition metals having O and N donor atoms have shown an exponential increase as inorganic catalysts for various organic transformations Distinct advantages of such ligands include their low cost, facile syntheses, and convenient incorporation of inexpensive, chiral 1,2-diamines into the ligand backbone. Coordination chemistry of manganese has been studied extensively so that that manganese center is surrounded by O- or N-donor ligands [13, 14] They act as catalysts for important reactions [15,16,17,18,19,20]. We have reported a simple and convenient method for the effective oxidation of benzoin derivatives to corresponding benzils under mild conditions by manganese(ΙΙ) Schiff base complex and H2O2 at room temperature (Scheme 1). The catalytic oxidation can be carried out at room temperature in short reaction time with high yield and purity

Experimental
General Procedure
Results and Discussion
Spectroscopic Data
Conclusions
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