Oxidative addition of 2-halogenoazoles-direct synthesis of palladium(II) complexes bearing protic NH,NH-functionalized NHC ligands.

Angew Chem Int Ed Engl

Institut für Anorganische und Analytische Chemie; NRW Graduate School of Chemistry, Westfälische Wilhelms-Universität Münster, Corrensstrasse 30, 48149 Münster (Germany).

Published: January 2014

The chemistry of N-heterocyclic carbenes (NHCs) is dominated by N,N'-dialkylated or -diarylated derivatives. Such NHC ligands are normally obtained by C2-deprotonation of azolium cations or by reductive elimination from azol-2-thiones. A simple one-step procedure is described that leads to complexes with NH,NH-functionalized NHC ligands by the oxidative addition of 2-halogenoazoles to complexes of zero-valent transition metals.

Download full-text PDF

Source
http://dx.doi.org/10.1002/anie.201308269DOI Listing

Publication Analysis

Top Keywords

nhc ligands
12
oxidative addition
8
nhnh-functionalized nhc
8
addition 2-halogenoazoles-direct
4
2-halogenoazoles-direct synthesis
4
synthesis palladiumii
4
palladiumii complexes
4
complexes bearing
4
bearing protic
4
protic nhnh-functionalized
4

Similar Publications

The influential IPr: 25 years after its discovery.

Chem Sci

January 2025

Department of Chemistry and Centre for Sustainable Chemistry, Ghent University Krijgslaan 281, S-3 9000 Ghent Belgium

N-Heterocyclic carbenes (NHCs) have emerged as a privileged ligand family in organometallic chemistry, widely recognized for their unique steric and electronic properties. Among them, the 1,3-bis(2,6-diisopropylphenyl)imidazole-2-ylidene (IPr) ligand has become a cornerstone of NHC chemistry for its remarkable versatility, stability, and broad use. Since its discovery by the Nolan group in 1999, IPr has played a pivotal role in advancing catalytic transformations and facilitating the utilization of NHC ligands in various domains.

View Article and Find Full Text PDF

A charge-tagged N-heterocyclic carbene (NHC) has been synthesized and its utility in allowing the dynamic behaviour of metal complexes to be monitored in real time using electrospray ionization mass spectrometry demonstrated. This compound was used to prepare different metal-NHC complexes, and the kinetic behaviour of complex formation and ligand exchange was monitored in real time through the use of pressurized sample infusion electrospray mass spectrometry (PSI-ESI-MS).

View Article and Find Full Text PDF

The factors controlling the catalytic activity in photochemical hydrogen evolution reaction (HER) are studied in detail for two macrocyclic cobalt compounds bearing two N-heterocyclic carbenes and two pyridyl donors ( and , where has a methoxy substituent on each pyridyl ligand). The present study adopts an aqueous photosystem consisting of EDTA, [Ru(bpy)] (bpy = 2,2'-bipyridine), and MV (MV = methylviologen) at pH = 5. Both catalysts are shown to promote HER in a similar efficiency (TON = 12-13 in 6 h), revealing a minor contribution of the electron-donating methoxy substituents.

View Article and Find Full Text PDF

A Lu-nucleotide coordination polymer-incorporated thermosensitive hydrogel with anti-inflammatory and chondroprotective capabilities for osteoarthritis treatment.

Biomaterials

January 2025

Department of Nuclear Medicine, Xiangya Hospital, Central South University, No. 87 Xiangya Road, Changsha, Hunan, 410008, China; Key Laboratory of Biological Nanotechnology, NHC, No. 87 Xiangya Road, Changsha, Hunan, 410008, China. Electronic address:

Osteoarthritis (OA) is a prevalent and debilitating condition characterized by cartilage destruction and inflammation. Traditional pharmacotherapies for OA are limited by their short-term efficacy and systemic side effects. Radiosynoviorthesis (RSO), involving intra-articular injection of radiopharmaceuticals, has shown promise for OA treatment but is hindered by the toxicity and rapid clearance of radioisotopes.

View Article and Find Full Text PDF

Antimicrobial Activity and Mode of Action of N-Heterocyclic Carbene Silver(I) Complexes.

Molecules

December 2024

Department of Pharmacy and Interuniversity Research Centre on Bioactive Peptides (CIRPeB), University of Naples "Federico II", Via Montesano 49, 80131 Naples, Italy.

Silver drugs have played a vital role in human healthcare for the treatment of infections for many centuries. Currently, due to antibiotic resistance, a potential scenario or the application of silver complexes may arise as substitutes for conventional antibiotics. In this perspective, N-heterocyclic carbene (NHC) ligands have been selected as carrier molecules for silver ions.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!