Abstract

Gold(I) N-heterocyclic carbene (NHC) complexes were obtained in good yields from the corresponding silver complexes by treatment with [AuCl(PPh3)] following the commonly used silver carbene transfer route. The silver complexes were synthesized from the benzimidazolium halide salts by the in situ reactions with Ag2O in dichloromethane as a solvent at room temperature. All gold complexes have been characterized by 1H-NMR, 13C-NMR and IR spectroscopy and elemental analysis. Au-NHC complexes were evaluated for their in vitro antimicrobial activity against a variety of Gram-positive and Gram-negative bacteria and fungal species.

Highlights

  • Medicinal inorganic chemistry is a discipline of growing significance in both therapeutic and diagnostic medicine

  • The activation strategies used for the preparation of N-heterocyclic carbene (NHC)-metal complexes can be divided into: (i) cleavage of the C=C bond of electron rich alkenes [17]; (ii) generation of a free carbene by deprotonation of the corresponding imidazolium precursor with a strong base [18]; (iii) transmetallation of a deprotonated azole followed by protonation or alkylation of the gold azolyl compounds [19]; (iv) in situ deprotonation of an imidazolium salt with a weak base [20], (v) transmetallation from a silver-NHC complex prepared by the direct reaction of an imidazolium precursor with Ag2O [21]

  • We describe the preparation, characterization and antimicrobial activity of the

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Summary

Introduction

Medicinal inorganic chemistry is a discipline of growing significance in both therapeutic and diagnostic medicine. The activation strategies used for the preparation of NHC-metal complexes can be divided into: (i) cleavage of the C=C bond of electron rich alkenes [17]; (ii) generation of a free carbene by deprotonation of the corresponding imidazolium precursor with a strong base [18]; (iii) transmetallation of a deprotonated azole followed by protonation or alkylation of the gold azolyl compounds [19]; (iv) in situ deprotonation of an imidazolium salt with a weak base [20], (v) transmetallation from a silver-NHC complex prepared by the direct reaction of an imidazolium precursor with Ag2O [21]. All gold complexes showed antibacterial activity against the tested Gram (+)/(-) and fungal strains

Synthesis of gold carbene complexes 1–3
General
General method for the preparation of gold NHC complexes
Antimicrobial activities of silver NHC complexes
Conclusions
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