Formation of Water-Soluble Pincer Silver(I)−Carbene Complexes: A Novel Antimicrobial Agent
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- 14 January 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 47 (4) , 973-977
- https://doi.org/10.1021/jm030262m
Abstract
Silver(I)−2,6-bis(ethanolimidazolemethyl)pyridine hydroxide (4a) and silver(I)−2,6-bis(propanolimidazolemethyl)pyridine hydroxide (4b) are water-soluble silver(I)−carbene complexes that were synthesized in high yield by reacting silver(I) oxide with N-substituted pincer ligands 3 (a = 2,6-bis(ethanolimidazoliummethyl)pyridine diiodide, b = 2,6-bis(propanolimidazoliummethylpyridine)pyridine dibromide). The X-ray crystal structure of 4a is a one-dimensional linear polymer, whereas the mass spectroscopy confirms a monomer in the gas phase. A change in the anion of 4a from a hydroxide to a hexafluorophosphate formed a silver(I)−carbene complex 4c that is dimeric in structure and insoluble in water. The bactericidal activities of the water-soluble silver(I)−carbene complexes were found to be improved over that of silver nitrate.Keywords
This publication has 13 references indexed in Scilit:
- Synthesis and structural characterization of a [Ag4]4+ cluster stabilized by a mixed-donor N-heterocyclic carbene linked cyclophane and the first reported synthesis of a N-heterocyclic carbene complex in waterJournal of Organometallic Chemistry, 2003
- Formation of N-Heterocyclic Complexes of Rhodium and Palladium from a Pincer Silver(I) Carbene ComplexOrganometallics, 2003
- Synthesis and Structural Characterization of an Imidazolium-Linked Cyclophane and the Silver Complex of an N-Heterocyclic Carbene-Linked CyclophaneOrganometallics, 2001
- Dendrimer−Silver Complexes and Nanocomposites as Antimicrobial AgentsNano Letters, 2000
- N‐Heterocyclic CarbenesAngewandte Chemie International Edition in English, 1997
- A Review of the Dosimetry of 1% Silver Sulfadiazine Cream in Burn Wound TreatmentJournal of Burn Care & Rehabilitation, 1994
- Photoinduced charge transfer between fullerenes (C60 and C70) and semiconductor zinc oxide colloidsJournal of the American Chemical Society, 1991
- Nuclear magnetic resonance of hydroxyl and amido, protons of oligosaccharides in aqueous solution: evidence for a strong intramolecular hydrogen bond in sialic acid residuesJournal of the American Chemical Society, 1991
- Synergistic Action of Silver Sulfadiazine and Sodium Piperacillin on Resistant Pseudomonas aeruginosa in vitro and in Experimental Burn Wound InfectionsPublished by Wolters Kluwer Health ,1985
- Direct Synthesis of a Mercury Salt‐Carbene ComplexAngewandte Chemie International Edition in English, 1968