Abstract

Two new glycine-Schiff base copper(II) complexes were synthesized. Single crystal X-ray diffraction (SCXRD) allowed us to establish the structure of both complexes in the solid state. The glycine-Schiff base copper(II) complex derived from 2′-hydroxy-5′-nitroacetophenone showed a mononuclear hydrated structure, in which the Schiff base acted as a tridentate ligand, and the glycine-Schiff base copper(II) complex derived from 2′-hydroxy-5′-methylacetophenone showed a less common tetranuclear anhydrous metallocyclic structure, in which the Schiff base acted as a tetradentate ligand. In both compounds, copper(II) had a tetracoordinated square planar geometry. The results of vibrational, electronic, and paramagnetic spectroscopies, as well as thermal analysis, were consistent with the crystal structures. Both complexes were evaluated as catalysts in the olefin cyclopropanation by carbene transference, and both led to very high diastereoselectivity (greater than 98%).

Highlights

  • IntroductionSchiff bases and their metallic complexes are compounds with a wide range of applications in the food and dye industry, analytical chemistry, catalysis, and agrochemicals [1,2].these compounds have been shown to possess important biological activities such as anti-inflammatory, antibacterial, antifungal, antiparasitic, antiproliferative, and antiviral (including anti-HIV and anti-covid) properties [3,4]

  • Schiff bases and their metallic complexes are compounds with a wide range of applications in the food and dye industry, analytical chemistry, catalysis, and agrochemicals [1,2].these compounds have been shown to possess important biological activities such as anti-inflammatory, antibacterial, antifungal, antiparasitic, antiproliferative, and antiviral properties [3,4]

  • The copper(II) complexes were prepared using a one-pot synthesis strategy based on a previously reported methodology [17]; the complete process is shown in Scheme 1

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Summary

Introduction

Schiff bases and their metallic complexes are compounds with a wide range of applications in the food and dye industry, analytical chemistry, catalysis, and agrochemicals [1,2].these compounds have been shown to possess important biological activities such as anti-inflammatory, antibacterial, antifungal, antiparasitic, antiproliferative, and antiviral (including anti-HIV and anti-covid) properties [3,4]. Since Schiff bases are distinguished by their simple and easy synthesis; this fact and their capability to form complexes with different metals have caused Schiff bases to be considered as “privileged ligands” [6,7] In this respect, the use of amino acids, in combination with a salicylaldehyde-type carbonyl source, has allowed the preparation. 2 of caused Schiff bases to be considered as “privileged ligands” [6,7] In this respect, the use of amino acids, in combination with a salicylaldehyde-type carbonyl source, has allowed the preparation of a very good chelating Schiff base family [8,9,10,11,12].

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