A5077060875- Catalytic Cross-Coupling Reactions
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
- Catalytic C–H Functionalization Methods
- Asymmetric Hydrogenation and Catalysis
- Catalytic Alkyne Reactions
- Synthetic Organic Chemistry Methods
- Organometallic Complex Synthesis and Catalysis
- Carbon dioxide utilization in catalysis
- Cyclopropane Reaction Mechanisms
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Synthesis and Biological Evaluation
- Fluorine in Organic Chemistry
- Synthesis and Catalytic Reactions
- Crystallography and molecular interactions
- Organoboron and organosilicon chemistry
- Nanomaterials for catalytic reactions
- Chemical Synthesis and Reactions
- Click Chemistry and Applications
- Ammonia Synthesis and Nitrogen Reduction
- Catalysis and Hydrodesulfurization Studies
- Fuel Cells and Related Materials
- Inorganic Fluorides and Related Compounds
- Asymmetric Synthesis and Catalysis
- Metal complexes synthesis and properties
Ghent University
2016-2024
Flemish Institute for Technological Research
2019-2024
Ghent University Hospital
2017-2021
Centre for Sustainable Energy
2018
University of St Andrews
2014-2017
St. Andrews University
2014-2017
King Saud University
2016
UCLouvain
2011-2015
Centre National de la Recherche Scientifique
2009-2015
Sorbonne Université
2009-2014
Cooperative efforts: The catalytic coupling of the two organometallic intermediates is possible through a Cu/Pd-based dual catalysis (see scheme; LG=leaving group), in which CuI cycle generates catalytically starting material for Pd0 cycle. Although reagents are present stoichiometric amounts reaction mixture and able to trap both active species, desired proceeds as planned. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
We report the synthesis of nine new N-heterocyclic carbene gold bifluoride complexes starting from corresponding hydroxides. A methodology to access N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene gold(I) fluoride hydroxide and readily available potassium is also reported. These bifluorides were shown be efficient catalysts in hydrofluorination symmetrical unsymmetrical alkynes, thus affording fluorinated stilbene analogues fluorovinyl thioethers good excellent yields with high stereo-...
An acid–base reaction to speed up a sluggish catalytic cycle! AcOH as the solvent enables extraordinarily fast and efficient PdII-catalysed, direct intramolecular allylic aminations, assisting benzoquinone-mediated palladium reoxidation ionisation of intermediate complexes (see scheme). The structural energetic aspects such key step cycle are illustrated by means detailed DFT analysis.
NHC-derived selenoureas, which are useful for the quantification of NHC electronic properties, deployed as ligands Au(I). Surprisingly, while some compounds led to expected [AuCl(SeUr)] species, selenoureas derived from more π-accepting NHCs unexpectedly furnished crystals corresponding [Au(SeUr)2][AuCl2] in ligand rearrangement had occurred.
(NHC)copper(I) hydride catalyzed ketone hydrosilylation is an efficient method for the enantioselective synthesis of secondary alcohols. Herein, we represent a computational study this reaction using density functional theory (DFT) on realistic model systems. This supported by kinetic investigations, in situ FTIR measurements. The calculations validate previously proposed mechanism and explain high activity (OR1)xR23–xSi–H types silanes. Experimental evidence favor monomeric (NHC)CuH form...
Abstract The synthesis and characterization of abnormal N‐heterocyclic carbene, cyclic (alkyl)(amino)carbene, mesoionic carbene copper(I) complexes are reported. These organometallic species obtained via a versatile inexpensive synthetic pathway using readily available reactants, namely copper oxide iminium salts. catalytic activity this series was evaluated in the [3+2] cycloaddition alkynes with azides (CuAAC). Outstanding properties were observed for NHC‐ triazolylidene‐based complexes....
This paper describes a tunable and stereoselective dual catalytic system that uses copper palladium reagents. cooperative silylcupration palladium-catalyzed allylation readily affords trisubstituted alkenylsilanes. Fine-tuning the reaction conditions allows selective access to one stereoisomer over other. new methodology tolerates different substituents on both coupling partners with high levels of stereoselectivity. The one-pot involving Cu(I)/Pd(0) catalyst directly addresses need develop...
A novel heterogeneous catalyst for the fast and totally selective oxidation of aromatic alcohols to corresponding aldehydes.
The development of more reactive, general, easily accessible, and readily available Pd(II)–NHC precatalysts remains a key challenge in homogeneous catalysis. In this study, we establish air-stable NHC–Pd(II) chloro-dimers, [Pd(NHC)(μ-Cl)Cl]2, as the most reactive catalysts developed to date. Most crucially, compared with [Pd(NHC)(allyl)Cl] complexes, replacement allyl throw-away ligand chloride allows for facile activation step, while effectively preventing formation off-cycle...
We have been puzzled by the involvement of weak organic and inorganic bases in synthesis metal-N-heterocyclic carbene (NHC) complexes. Such are insufficiently strong to permit presumed required deprotonation azolium salt (the precursor) prior metal binding. Experimental computational studies provide support for a base-assisted concerted process that does not require free NHC formation. The synthetic protocol was found applicable number transition-metal- main-group-centered compounds could...
The discovery of sustainable and scalable synthetic protocols leading to gold-aryl compounds bearing N-heterocyclic carbene (NHC) ligands sparked an investigation their reactivity potential utility as organometallic synthons. use a mild base green solvents provide access these compounds, starting from widely available boronic acids various [Au(NHC)Cl] complexes, with reactions taking place under air, at room temperature high yields unprecedented ease. One compound,...
The simple synthesis of a family palladates containing an imidazolium counterion is presented. These “ate” complexes can be easily converted into well-defined palladium–N-heterocyclic carbene (NHC) complexes.
This report presents the recent advances in use of copper(i)-NHC (NHC = N-heterocyclic carbene) complexes as transmetallating agents enabling transfer NHCs to a wide range transition metals. The synthesis these carbene reagents is also discussed.
The first study of low catalyst loading olefin metathesis reactions in air is reported. TON values up to 7000 were obtained using nondegassed solvents with commercially available precatalysts Caz-1, Hov-II, and Ind-II. simple experimental conditions allow be carried out on the benchtop technical grade air.
While investigating the formation of PEPPSI precatalysts an intermediate was isolated and proved to be suitable synthon this pre-catalyst family. This permits design a novel, greener diversity-oriented synthetic route.
Herein, we report the catalytic activity of a series platinum(II) pre-catalysts, bearing N-heterocyclic carbene (NHC) ligands, in alkene hydrosilylation reaction. Their structural and electronic properties are fully investigated using X-ray diffraction analysis nuclear magnetic resonance spectroscopy (NMR). Next, our study presents structure-activity relationship within this group pre-catalysts gives mechanistic insights into catalyst activation step. An exceptional performance one complexes...
To be or not to bifluoride: Two synthetic pathways unprecedented N-heterocyclic carbene copper(I) bifluoride complexes have been developed. Catalytic tests demonstrated that bifluorides are very efficient catalysts, which do require any additional activating agent. The first Cu-catalyzed diastereoselective allylation of (R)-N-tert-butanesulfinyl aldimines was also established. method enables efficient, simple and general synthesis enantiomerically enriched homoallylic amines at room...
Abstract We report herein a versatile cooperative dual catalysis reaction based on Cu I /Pd 0 system. Mechanistic investigation shows that every component plays crucial role in determining the outcome. The is successfully extended to various substrates; such as α,β‐unsaturated ketones, malonates and coumarins. strategy tolerates different substitution patterns affords good yields for each family of substrates.
Vereinte Kräfte: Die Kupplung zweier metallorganischer Intermediate gelingt über eine duale Cu/Pd-Katalyse (siehe Schema, LG=Abgangsgruppe), bei der CuI katalytisch das Ausgangsmaterial für den Pd0-Katalysezyklus bereitstellt. Obwohl die Reagentien in stöchiometrischen Mengen Reaktionsmischung vorhanden sind und beide aktiven abfangen könnten, verläuft erwünschte Reaktion wie geplant. As a service to our authors and readers, this journal provides supporting information supplied by the...