Search results for "carbene complexes"

showing 5 items of 5 documents

Determinants for Tight and Selective Binding of a Medicinal Dicarbene Gold(I) Complex to a Telomeric DNA G-Quadruplex: a Joint ESI MS and XRD Investi…

2016

International audience; The dicarbene gold(I) complex [Au(9-methylcaffein-8-ylidene)(2)]BF4 is an exceptional organometallic compound of profound interest as a prospective anticancer agent. This gold(I) complex was previously reported to be highly cytotoxic toward various cancer cell lines invitro and behaves as a selective G-quadruplex stabilizer. Interactions of the gold complex with various telomeric DNA models have been analyzed by a combined ESI MS and X-ray diffraction (XRD) approach. ESI MS measurements confirmed formation of stable adducts between the intact gold(I) complex and Tel 23 DNA sequence. The crystal structure of the adduct formed between [Au(9-methylcaffein-8-ylidene)(2)]…

0301 basic medicineSpectrometry Mass Electrospray IonizationESI mass spectrometryStereochemistryElectrospray ionizationStackingESI mass spectrometry; G-quadruplexes; X-ray diffraction; cancer; gold[SDV.CAN]Life Sciences [q-bio]/CancerCrystal structurepotential anticancer agents010402 general chemistryG-quadruplex01 natural sciences[ CHIM ] Chemical SciencesCatalysisAdduct[ SDV.CAN ] Life Sciences [q-bio]/Cancerchemistry.chemical_compound03 medical and health sciencescancer[CHIM]Chemical SciencesChemistry010405 organic chemistryloop flexibilityapoptosiscrystal-structureGeneral ChemistryGeneral MedicineTelomeregoldG-quadruplexesinhibition3. Good health0104 chemical sciencesX-ray diffractionstabilizationcarbene complexessmall molecules030104 developmental biologypancreatic-cancer cellsX-ray crystallographySelectivityDNAmetal-complexes
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Measuring the Relative Reactivity of the Carbon-Hydrogen Bonds of Alkanes as Nucleophiles

2018

We report quantitative measurements of the relative reactivities of a series of C-H bonds of gaseous or liquid CnH2n+2 alkanes (n = 1-8, 29 different C-H bonds) towards insitu generated electrophiles (copper, silver, and rhodium carbenes), with methane as the reference. This strategy surpasses the drawback of previous model reactions of alkanes with strong electrophiles suffering from C-C cleavage processes, which precluded direct comparison of the relative reactivities of alkane C-H bonds.

Alkanechemistry.chemical_classificationC-H bond functionalization010405 organic chemistryHydrogen bondNucleophilicitychemistry.chemical_elementGeneral MedicineGeneral Chemistry010402 general chemistry01 natural sciencesMedicinal chemistryCatalysis0104 chemical scienceschemistryNucleophileAlkanes[CHIM.COOR]Chemical Sciences/Coordination chemistryReactivity (chemistry)ElectrophilicityCarbonMetal carbene complexes
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Development of trackable metal-based drugs: new generation of therapeutic agents

2016

International audience; In medicinal chemistry, the aim is not only to conceive ever more efficient molecules, but also to understand their mechanism of action. In very recent years, a new promising strategy was developed to tackle this issue: the conception of trackable therapeutic agents. Metal-based drugs are ideal to exploit this expanding area of research.

Diagnostic ImagingExploitTheranostic NanomedicineComputer scienceNanotechnologyphosphine-porphyrinpotential anticancer agents[CHIM.INOR]Chemical Sciences/Inorganic chemistry010402 general chemistry01 natural sciencesin-vivo[ CHIM ] Chemical SciencesTheranostic NanomedicineInorganic Chemistrytheranostic agentsplatinum(ii) complexesorganometallic compoundsAnimals[CHIM]Chemical Sciences010405 organic chemistry[ CHIM.INOR ] Chemical Sciences/Inorganic chemistry0104 chemical sciences3. Good healthcancer-cellsRisk analysis (engineering)photodynamic therapycytotoxic propertiesDrug Designheterocyclic carbene complexes
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Diversity of Isomerization Patterns and Protolytic Forms in Aminocarbene PdII and PtII Complexes Formed upon Addition of N,N′-Diphenylguanidine to Me…

2017

Reaction of the palladium(II) and platinum(II) isocyanide complexes cis-[MCl2(CNR)2] [M = Pd, R = C6H3(2,6-Me2) (Xyl), 2-Cl-6-MeC6H3, cyclohexyl (Cy), t-Bu, C(Me)2CH2(Me)3 (1,1,3,3-tetramethylbuth-1-yl abbreviated as tmbu); M = Pt, R = Xyl, 2-Cl-6-MeC6H3, Cy, t-Bu, and tmbu] with N,N′-diphenylguanidine (DPG) leads to DPG-derived metal-bound deprotonated acyclic diaminocarbene (ADC) species. This reaction occurs via a two-step process, involving the initial coupling of the guanidine with one of the isocyanides and leading to deprotonated monocarbene monochelated species, while the next addition grants the deprotonated bis-carbene bis-chelated metal compounds. DPG behaves as nucleophile, depr…

protolytic forms010405 organic chemistryStereochemistryIsocyanideOrganic ChemistrySubstituentchemistry.chemical_elementRegioselectivityaminocarbene complexes010402 general chemistry01 natural sciencesMedicinal chemistry0104 chemical sciencesdiversityInorganic Chemistrychemistry.chemical_compoundDeprotonationchemistryNucleophileisomerization patternsPhysical and Theoretical ChemistryGuanidineIsomerizationta116PalladiumOrganometallics
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On the mechanism of imine elimination from Fischer tungsten carbene complexes

2016

(Aminoferrocenyl)(ferrocenyl)carbene(pentacarbonyl)tungsten(0) (CO)5W=C(NHFc)Fc (W(CO)5(E-2)) is synthesized by nucleophilic substitution of the ethoxy group of (CO)5W=C(OEt)Fc (M(CO)5(1Et)) by ferrocenyl amide Fc-NH– (Fc = ferrocenyl). W(CO)5(E-2) thermally and photochemically eliminates bulky E-1,2-diferrocenylimine (E-3) via a formal 1,2-H shift from the N to the carbene C atom. Kinetic and mechanistic studies to the formation of imine E-3 are performed by NMR, IR and UV–vis spectroscopy and liquid injection field desorption ionization (LIFDI) mass spectrometry as well as by trapping experiments for low-coordinate tungsten complexes with triphenylphosphane. W(CO)5(E-2) decays thermally i…

tungstenIminemechanism010402 general chemistryPhotochemistry01 natural sciencesMedicinal chemistryReductive eliminationFull Research Paperlcsh:QD241-441chemistry.chemical_compoundlcsh:Organic chemistryAmideNucleophilic substitutionlcsh:Science010405 organic chemistryChemistryOrganic ChemistryferroceneOxidative addition0104 chemical sciencesChemistrycarbene complexesAlkoxy groupPseudorotationlcsh:QimineCarbeneBeilstein Journal of Organic Chemistry
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