Abstract

The present paper describes the synthesis of new palladium–oxazoline complexes in one step with good to high yields (68–95%). The oxazolines were prepared from enantiomerically pure α-aminoalcohols. The structures of the synthesized palladium complexes were confirmed by NMR, FTIR, TOFMS, UV–visible spectroscopic analysis and X–ray diffraction. The optical properties of the complexes were evaluated by the determination of the gap energy values (Eg) ranging between 2.34 and 3.21 eV. Their catalytic activities were tested for the degradation of Eriochrome Blue Black B (a model of azo dyes) in the presence of an ecological oxidant (H2O2). The efficiency of the decolorization has been confirmed via UV–visible spectroscopic analysis and the factors affecting the degradation phenomenon have been studied. The removal of the Eriochrome reached high yields. We have found that the complex 9 promoted 84% of color elimination within 5 min (C0 = 30 mg/L, T = 22 °C, pH 7, H2O2 = 0.5 mL) and the energetic parameters have been also determined.

Highlights

  • Palladium complexes have been used as starting materials to prepare polymers [1], agrochemicals [2], pharmaceuticals [3], flavors and fragrances [4]

  • Oxazolines possess several interesting advantages: versatility of the ligand design, their straightforward synthesis from readily available starting materials and variability of the chiral center, which are located near the donor atoms

  • The oxazoline unit is anticipated to increase the stability of a metal complex giving rise to more air- and possibly water-stable catalysts [9]

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Summary

Introduction

Palladium complexes have been used as starting materials to prepare polymers [1], agrochemicals [2], pharmaceuticals [3], flavors and fragrances [4]. They have been used for the total synthesis of natural products and nanocompounds [5]. It is only since 1986 that oxazoline-based ligands have been utilized in asymmetric catalysis.

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