Synthesis of silver complexes with chelating bidentate N-heterocyclic ligands, their application in catalytic A(3) coupling, and as antimicrobial agents

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F23%3A10465985" target="_blank" >RIV/00216208:11310/23:10465985 - isvavai.cz</a>

Výsledek na webu

<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=fTTfnpvbyK" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=fTTfnpvbyK</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/aoc.6994" target="_blank" >10.1002/aoc.6994</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Synthesis of silver complexes with chelating bidentate N-heterocyclic ligands, their application in catalytic A(3) coupling, and as antimicrobial agents

Popis výsledku v původním jazyce

We present a synthesis of novel silver complexes stabilized by bidentate ligands based on N-heterocyclic carbenes (NHC) linked with a bisamide linker. The ligand stabilizes the silver ion in a rare chelating mode. The synthesis of the complex depends on the equimolar ratio of the silver source and the ligand precursor. In case the excess of the silver source is used, the reaction leads to the formation of an unprecedented tetranuclear silver complex, stabilized by two equivalents of the ligand, where each of the silver atoms is coordinated by one NHC and one amide moiety. The silver complexes were applied as a catalyst in a multicomponent A(3) coupling and proved to be a very efficient catalyst. The reaction provided desired products in yields up to 96%, and the use of low catalytic loading, as low as 0.1 mol%, was possible without significantly compromising the effectivity of the reaction. Moreover, the complexes showed broad spectra of antimicrobial activity, with minimal inhibitory concentrations in the range of 1 to 31 mu g/ml against several Gram-positive and Gram-negative bacteria and fungi. Presented complexes represent synthetically challenging molecules, which show great applicability in catalysis and outstanding potential as antimicrobial agents.

Název v anglickém jazyce

Synthesis of silver complexes with chelating bidentate N-heterocyclic ligands, their application in catalytic A(3) coupling, and as antimicrobial agents

Popis výsledku anglicky

We present a synthesis of novel silver complexes stabilized by bidentate ligands based on N-heterocyclic carbenes (NHC) linked with a bisamide linker. The ligand stabilizes the silver ion in a rare chelating mode. The synthesis of the complex depends on the equimolar ratio of the silver source and the ligand precursor. In case the excess of the silver source is used, the reaction leads to the formation of an unprecedented tetranuclear silver complex, stabilized by two equivalents of the ligand, where each of the silver atoms is coordinated by one NHC and one amide moiety. The silver complexes were applied as a catalyst in a multicomponent A(3) coupling and proved to be a very efficient catalyst. The reaction provided desired products in yields up to 96%, and the use of low catalytic loading, as low as 0.1 mol%, was possible without significantly compromising the effectivity of the reaction. Moreover, the complexes showed broad spectra of antimicrobial activity, with minimal inhibitory concentrations in the range of 1 to 31 mu g/ml against several Gram-positive and Gram-negative bacteria and fungi. Presented complexes represent synthetically challenging molecules, which show great applicability in catalysis and outstanding potential as antimicrobial agents.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2023

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Applied Organometallic Chemistry

ISSN

0268-2605

e-ISSN

1099-0739

Svazek periodika

37

Číslo periodika v rámci svazku

4

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

10

Strana od-do

e6994

Kód UT WoS článku

000928873700001

EID výsledku v databázi Scopus

2-s2.0-85147492542