A strong σ-donor mesoionic carbene ligand has been synthesized and applied to four different palladium-catalyzed cross-coupling transformations, proving the catalyst/medium compatibility and the increased activity of this system over previous reports in Deep Eutectic Solvent medium. Some cross-coupling processes could be carried out at room temperature and using aryl chlorides as starting materials. The possible implementation of multistep synthesis in eutectic mixtures has also been explored. The presence of palladium nanoparticles in the reaction media has been evaluated and correlated to the observed activity.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6819497 | PMC |
| http://dx.doi.org/10.3389/fchem.2019.00700 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
An Anionic Mesoionic Carbene (anMIC) and its Transformation to Metallo MIC-Boranes: Synthesis and Properties.
Angew Chem Int Ed Engl
January 2025
Freie Universitat Berlin, Chemistry and Biochemistry, Fabeckstraße 34-36, 14195, Berlin, GERMANY.
Neutral mesoionic carbenes (MICs) based on a 1,2,3-triazole core have had a strong impact on various branches of chemistry such as homogeneous catalysis, electrocatalysis, and photochemistry/photophysics. We present here the first general synthesis of anionic mesoionic carbenes (anMICs) based on a 1,2,3-triazole core and a borate backbone. The free anMIC is stable in solution under an inert atmosphere at low temperatures, and can be stored for several weeks.
View Article and Find Full Text PDFCoordination-induced axial chirality controls the metal-centred configuration in a stereogenic-at-iron catalyst.
Chem Commun (Camb)
January 2025
Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Strasse 4, 35043 Marburg, Germany.
A new approach is introduced to control the metal-centred configuration of stereogenic-at-iron catalysts by utilizing axial ligand chirality, which becomes locked upon metal coordination. This strategy is applied to an iron catalyst containing two chelating -(2-pyridyl)-substituted triazol-5-ylidene mesoionic carbenes (MICs) resulting in a helical topology with a stereogenic iron centre.
View Article and Find Full Text PDFCyclometalated Ir Complex Possessing Chiral MIC ligand: Regiospecific sp C-H Activation and Asymmetric Transfer Hydrogenation of Ketone.
Chemistry
January 2025
Department of Chemistry, University of Calcutta, 92-APC Road, Kolkata, 700009.
Cyclometalation offers a wide number of organometallic metallacycles showing diverse applications. However, such NHC complexes synthesized via an sp C-H bond activation are rare. An iridium(III) complex with a chiral mesoionic N-heterocyclic carbene (MIC) ligand, where the Ir forms an additional Ir-C bond via a regiospecific sp C-H bond activation at the N-methylbenzyl wingtip, was synthesized and characterized.
View Article and Find Full Text PDFSynthesis and electrochemical properties of molybdenum nitrido complexes supported by redox-active NHC and MIC ligands.
Dalton Trans
January 2025
Department of General, Inorganic and Theoretical Chemistry, University of Innsbruck, Innrain 80-82, 6020 Innsbruck, Austria.
We report the synthesis of a series of molybdenum nitrido complexes supported by bis-phenolate N-heterocyclic and mesoionic carbenes (NHC & MIC). The reaction between MoN(OBu) and the corresponding azolium salts [H3L1]Cl and [H3L2]Cl (with L1 = bis-phenolate triazolylidene and L2 = bis-phenolate benzimidazolylidene) gives clean access to the corresponding NHC/MIC complexes 1-Cl and 2-Cl. Electrochemical investigations of these complexes showed that they can be reversibly reduced at potentials of -1.
View Article and Find Full Text PDFA Crystalline Mesoionic Diazasilole Featuring Low-Valent Silicon.
Angew Chem Int Ed Engl
January 2025
Department of Chemistry and Research Center for Chemical Biology and Omics Analysis, College of Science, Southern University of Science and Technology, Shenzhen, 518055, China.
A 1,4,2-diazasilole containing a low-valent silicon atom has been synthesized employing a bulky imino N-heterocyclic carbene ligand. This molecular structure is characterized by a mesoionic CNSi five-membered ring, notable for its delocalized π electrons, intrinsic charge-separated zwitterionic properties, and a distinctly nucleophilic silicon center, culminating in 6π aromaticity. This compound manifests either mesoionic silylene or silylone characteristics upon coordination with transition metals.
View Article and Find Full Text PDFWant 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!