Search results for "carbene"

showing 10 items of 152 documents

Ein neuer Syntheseweg zu Offenkettigen und cyclischen Oligoetherketonen

1998

A Novel Synthetic Route to Open-Chained and Cyclic Oligoetherketones Oligoetherketones of the structure 2a,b can be generated by repetitive insertion reactions of terminal biscarbenoids 4a,b, into the OH bonds of diols like 5. The formation of the corresponding ring systems 7a and the involved carbene dimerization leading to 8b are processes which compete with the linear polyinsertion. A related one-component reaction can be performed with ω-hydroxy-1-diazo-2-alkanones (13a–c 14a–c).

Terminal (electronics)ChemistryStereochemistryCarbene dimerizationRing (chemistry)Journal f�r Praktische Chemie/Chemiker-Zeitung
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Characterization of Hydrophilic Gold(I) N-Heterocyclic Carbene (NHC) Complexes as Potent TrxR Inhibitors Using Biochemical and Mass Spectrometric App…

2017

We report here on the synthesis of a series of mono-and dinuclear gold(I) complexes exhibiting sulfonated bis(NHC) ligands and novel hydroxylated mono(NHC) Au(I) compounds, which were also examined for their 'biological activities. Initial cell viability assays show strong antiproliferative activities of the hydroxylated mono(NHC) gold compounds (8 > 9 > 10) against 2008 human ovarian cancer cells even after 1 h incubation. In order to gain insight into the mechanism of biological action of the gold compounds, their effect on the pivotal cellular target seleno-enzyme thioredoxin reductase (TrxR), involved in the maintenance of intracellular redox balance, was investigated in depth. Th…

Thioredoxin Reductase 1AuranofinSilverStereochemistryThioredoxin reductaseThioredoxin Reductase 2WATER-SOLUBLE RUTHENIUM(II)Antineoplastic Agents010402 general chemistryG-quadruplexLigandsIN-VITRO CYTOTOXICITYLIGANDS SYNTHESIS01 natural sciencesInorganic Chemistrychemistry.chemical_compoundDrug StabilityThioredoxin Reductase 1Coordination ComplexesTHIOREDOXIN REDUCTASE INHIBITIONCell Line TumormedicineOrganogold CompoundsAnimalsHumansCRYSTAL-STRUCTURESPhysical and Theoretical ChemistryCANCER CELLSBIOLOGICAL-PROPERTIES010405 organic chemistryChemistryMOLECULAR-MECHANISMSDNA0104 chemical sciencesRatsG-QuadruplexesGlutathione ReductaseSolubilityBiological targetCancer cellPLATINUM ANTICANCER DRUGSMETAL-COMPLEXESGoldReactive Oxygen SpeciesCarbeneHydrophobic and Hydrophilic InteractionsOrganogold Compoundsmedicine.drugInorganic Chemistry
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New Gold(I) Organometallic Compounds with Biological Activity in Cancer Cells

2014

N-Heterocyclic carbene gold(I) complexes bearing a fluorescent coumarin ligand were synthesized and characterized by various techniques. The compounds were examined for their antiproliferative effects in normal and tumor cells in vitro; they demonstrated moderate activity and a certain degree of selectivity. The compounds were also shown to efficiently inhibit the selenoenzyme thioredoxin reductase (TrxR), whereas they were poorly effective towards the glutathione reductase (GR) and glutathione peroxidase enzymes. Notably, {3-[(7-methoxy-2-oxo-2H-chromen-4-yl) methyl]-1-methylimidazol-2-ylidene}(tetra-O-acetyl-1-thio-beta-D-glucopyranosido) gold(I) (3) showed a pronounced inhibition of TrxR…

Thioredoxin reductaseGlutathione reductaseMECHANISMSInorganic Chemistrychemistry.chemical_compoundCoumarinsCHEMISTRYTARGETSN-HETEROCYCLIC CARBENESCancerchemistry.chemical_classificationSelenocysteineGlutathione peroxidaseGold; carbenes; coumarins; enzyme; CancerBiological activityLigand (biochemistry)EnzymesenzymechemistryBiochemistryCancer cellIodoacetamideCarbenesANTICANCER AGENTSCOMPLEXESGold
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Ligands hybrides : synthèse et chimie de coordination

2011

This manuscript deals with the synthesis of hybrids ligands and their coordination ability. The first part is dedicated to Cp-imidazole, Cp-imidazolium and Cp-phosphine ligands. Several synthetic routes have been developed to reach these mixed ligands and their coordination chemistry has been studied with titanium. In a second part, a method developed in our laboratory to synthesize phosphine-olefines was applied to obtain a phosphino-diene bearing three potential coordination sites. We have studied the coordination modes of this hybrid ligand using various transition metals and some of the formed complexes were tested in catalysis. In the third part is described the coordination chemistry …

TitaniumPhosphine-oléfineBisiminophosphoraneHybrid ligandLigand hybrideCarbenePhosphasalenCatalyseCatalysisTitaneChimie de coordinationCoordination chemistry[CHIM.OTHE] Chemical Sciences/OtherBisaminophosphonium[ CHIM.OTHE ] Chemical Sciences/OtherSpirane[CHIM.OTHE]Chemical Sciences/OtherImidazolePhosphino-alkeneCouplage d’Ullmann
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N-heterocylic and mesoionic carbene complexes of the group 4 metals

2020

International audience; N-heterocyclic carbene (NHC) complexes of group 4 metals have been far less studied than their late metal counterparts. However, the field has been explored for over 25 years, and there is now a much clearer understanding of the metal-NHC interaction. Some exceptionally robust and active catalysts have been reported for a number of group 4 metal-catalyzed reactions, and recent developments suggest that NHCs are well-suited to enable the isolation of otherwise difficult to tame species, such as low-valent complexes.

Titanium[CHIM] Chemical Sciences[CHIM]Chemical SciencesZirconiumN-Heterocyclic carbenesHafniumCatalysisCoordination chemistry
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Acetylenes Rearranging on Ruthenium-Porphyrinogen and Leading to Vinylidene and Carbene Functionalities.

2001

Through a proton-transfer reaction a porphyrinogen assists the transformation of terminal acetylenes into Ru-vinylidenes, which are the entry point to a variety of Ru-carbenes and Ru-cumulenes. The scheme (in which the porphyrinogen is stylized) shows the reversible interconversion of an acetylide into a divinylidene unit.

Transition metal carbene complexAcetylidechemistry.chemical_elementCumuleneGeneral ChemistryGeneral MedicinePhotochemistryCombinatorial chemistryCatalysisRutheniumchemistry.chemical_compoundchemistryPorphyrinogensCarbeneAngewandte Chemie (International ed. in English)
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Distinct photodynamics of κ-N and κ-C pseudoisomeric iron(ii) complexes

2021

Two closely related FeII complexes with 2,6-bis(1-ethyl-1H-1,2,3-triazol-4yl)pyridine and 2,6-bis(1,2,3-triazol-5-ylidene)pyridine ligands are presented to gain new insights into the photophysics of bis(tridentate) iron(II) complexes. The [Fe(N^N^N)2]2+ pseudoisomer sensitizes singlet oxygen through a MC state with nanosecond lifetime after MLCT excitation, while the bis(tridentate) [Fe(C^N^C)2]2+ pseudoisomer possesses a similar 3MLCT lifetime as the tris(bidentate) [Fe(C^C)2(N^N)]2+ complexes with four mesoionic carbenes. Financial support from the Deutsche Forschungsge-meinschaft [DFG, Priority Program SPP 2102] "Light-controlled reactivity of metal complexes" (BA 4467/7-1, LO 714/11-1, …

TrisDenticitysynthesisPyridinepyridine derivativecarbenoidIron compoundsCatalysisexperimental studychemistry.chemical_compoundPyridineMaterials Chemistryphysical chemistrycontrolled studyChemistrySinglet oxygenPyridine ligandsSinglet oxygenMetals and AlloysMesoionicGeneral ChemistryNanosecondPyridine ligandSurfaces Coatings and FilmsElectronic Optical and Magnetic Materialsunclassified drugCrystallographyPhotophysicsiron complexisomerCeramics and CompositesCarbeneschemical structurephotodynamicsphysicsExcitationchemical parameters
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Unprecedented use of silver(I) N-heterocyclic carbene complexes for the catalytic preparation of 1,2-bis(boronate) esters.

2005

Catalytic diboration of internal and terminal alkenes with Ag(I) N-heterocyclic carbene complexes leads to 1,2-bis(boronate) esters as single intermediates, that can be oxidised towards the corresponding diols. Sanau Torrecilla, Mercedes, Mercedes.Sanau@uv.es

UnprecedentedCatalytic diboration ; N-heterocyclic carbene ; Unprecedented ; SilverSilverUNESCO::QUÍMICA:QUÍMICA::Química orgánica [UNESCO]Metals and AlloysCatalytic diborationGeneral ChemistryGeneral Medicine:QUÍMICA [UNESCO]CatalysisSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsCatalysischemistry.chemical_compoundchemistryPolymer chemistryMaterials ChemistryCeramics and CompositesOrganic chemistryUNESCO::QUÍMICA::Química orgánicaN-heterocyclic carbeneCarbeneChemical communications (Cambridge, England)
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Palladium(II)-Mediated Addition of Benzenediamines to Isocyanides: Generation of Three Types of Diaminocarbene Ligands Depending on the Isomeric Stru…

2016

Coupling of the palladium-bis(isocyanide) complexes cis-[PdCl2(CNR)2] (R = 2,6-Me2C6H3 1, 2-Cl-6-MeC6H3 2) with benzene-1,3-diamine (BDA1) leads to the diaminocarbene species cis-[PdCl2(CNR){C(NHR)═NH(1,3-C6H4NH2)}] (5 and 6, respectively). In this reaction, BDA1 behaves as a monofunctional nucleophile that adds to one of the RNC ligands by one amino group. By contrast, the reaction of 1 and 2 with benzene-1,4-diamine (BDA2) involves both amino functionalities of the diamine and leads to the binuclear species [cis-PdCl2(CNR){μ-C(NHR)═NH(1,4-C6H4)NH═C(NHR)}-(cis)-PdCl2(CNR)] (6 and 7) featuring two 1,4-bifunctional diaminocarbene ligands. The reaction of cis-[PdCl2(CNR)2] (R = cyclohexyl 3) …

benzenediamines010405 organic chemistryStereochemistryIsocyanideOrganic Chemistrychemistry.chemical_elementdiaminocarbenespalladium complexes010402 general chemistry01 natural sciences0104 chemical sciencesInorganic Chemistrychemistry.chemical_compoundchemistryNucleophileDiamineisomersPhysical and Theoretical ChemistryCarbeneta116PalladiumOrganometallics
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Isolation of Free Phenylide-like Carbanions with N-Heterocyclic Carbene Frameworks

2009

A series of 1,3-bis(2,6-diisopropylphenyl)-5-methyl-1,3-diaza-4,6-diborabenzenes with methyl, phenyl, and dimethylamino substituents on the ring boron atoms were prepared using the cyclocondensation reaction between N,N′-bis(2,6-diisopropylphenyl)trimethylsilylformamidine and the appropriately substituted 1,1-bis(organochloroboryl)ethane, followed by deprotonation of the cationic ring intermediate. The planar, heterocyclic benzene analogues could be further deprotonated at the other ring carbon using an additional equivalent of potassium hexamethyldisilazide to yield organometallic derivatives akin to the potassium phenylide. The potassium cations could be efficiently sequestered in both so…

carbanionsN-heterosykliset karbeenitN-heterocyclic carbeneskarbanionit
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