Publications associées à Importance of the p-Ligand: Remarkable Effect of the Cyclopentadienyl Ring on the Cytotoxicity of Ruthenium PTA Compounds

Publications associées (19)

Mapping Catalyst‐Solvent Interplay in Competing Carboamination/Cyclopropanation Reactions

Anne-Clémence Corminboeuf, Nicolai Cramer, Matthew Wodrich, Simone Gallarati, Lukasz Piotr Wozniak, Miyeon Chang

Group 9 metals, in particular Rh III complexes with cyclopentadienyl ligands, are competent C–H activation catalysts. Recently, a Cp*Rh III catalyzed reaction of alkenes with N -enoxyphthalimides showed divergent outcome based on the solvent, with carboami ...

2022

Synthesis of Chiral Cyclopentadienyl Complexes and Applications Towards C-H Functionalization

Benoît Daniel Bertrand Audic

Metal-catalysed C-H bond functionalization has received tremendous attention and developed rapidly over the past decades. Cyclopentadienyl (Cp) metal complexes and their asymmetric counterparts (CpX) are part of a central organometallic category empowering ...

EPFL2021

Reactivity and biological activity of N,N,S-Schiff-base rhodium pentamethylcyclopentadienyl complexes

Paul Joseph Dyson, Lucinda Kate Batchelor

Neutral piano-stool complexes of the general formula [(eta(5)-C5Me5)Rh(L-OR)] (R = Me, 1; R = Et, 2; R = Pe(i), 3) have been prepared in alcohols (methanol, 1; ethanol, 2; isopropanol, 3) from the Schiff-base 5-methyl-4-{(pyridin-2-ylmethylene)amino}-4H-1, ...

ELSEVIER SCIENCE SA2020

Anticancer Potential of Diiron Vinyliminium Complexes

Paul Joseph Dyson, Lucinda Kate Batchelor

Although ferrocene derivatives have attracted considerable attention as possible anticancer agents, the medicinal potential of diiron complexes has remained largely unexplored. Herein, we describe the straightforward multigram-scale synthesis and the antip ...

WILEY-V C H VERLAG GMBH2019

A β-Carbon elimination strategy for convenient in situ access to cyclopentadienyl metal complexes

Gints Smits, Anne-Clémence Corminboeuf, Nicolai Cramer, Matthew Wodrich, Benoît Daniel Bertrand Audic

The electronic and steric properties of tailored cyclopentadienyl (Cp) ligands are powerful handles to modulate the catalytic properties of their metal complexes. This requires the individual preparation, purification and storage of each ligand/metal combi ...

2017

Synthesis and In Vitro (Anticancer) Evaluation of eta(6)-Arene Ruthenium Complexes Bearing Stannyl Ligands

Paul Joseph Dyson, Tina Riedel

Treatment of the known half-sandwich complexes of the type [(eta(6)-C6H6)RuCl2(P(OR)(3))] (R = Me or Ph) with SnCl2 yielded three new half-sandwich ruthenium complexes (C1-C3): [(eta(6)-C6H6)RuCl(SnCl3)(P(OMe)(3))] (C1), [(eta(6)-C6H6)RuCl(SnCl3)(P(OPh)(3) ...

2017

Chiral Cyclopentadienyls: Enabling Ligands for Asymmetric Rh(III)-Catalyzed C-H Functionalizations

Nicolai Cramer, Baihua Ye

Transition-metal catalyzed C-H functionalizations became a complementary and efficient bond-forming strategy over the past decade. In this respect, Cp*Rh(III) complexes have emerged as powerful catalysts for a broad spectrum of reactions giving access to s ...

American Chemical Society2015

Organometallic rhodium(III) and iridium(III) cyclopentadienyl complexes with curcumin and bisdemethoxycurcumin co-ligands

Paul Joseph Dyson, Rosario Scopelliti, Tina Riedel, Agnese Petrini

A series of half-sandwich cyclopentadienyl rhodium(III) and iridium(III) complexes of the type [CpM(curc/bdcurc) Cl] and [CpM(curc/bdcurc)(PTA)][SO3CF3], in which Cp* = pentamethylcyclopentadienyl, curcH = curcumin and bdcurcH = bisdemethoxycurcumin as O ...

2015

Chiral Cyclopentadienyl Iridium(III) Complexes Promote Enantioselective Cycloisomerizations Giving Fused Cyclopropanes

Nicolai Cramer, Yun-Suk Jang, Michael Christian Dieckmann

The cyclopentadienyl (Cp) group is a very important ligand for many transition-metal complexes which have been applied in catalysis. The availability of chiral cyclopentadienyl ligands (Cp-x) lags behind other ligand classes, thus hampering the investigati ...

Wiley-VCH Verlag GmbH2015

Ligand-Controlled Regiodivergent Pathways of Rhodium(III)-Catalyzed Dihydroisoquinolone Synthesis: Experimental and Computational Studies of Different Cyclopentadienyl Ligands

Anne-Clémence Corminboeuf, Nicolai Cramer, Matthew Wodrich, Jérôme Florian Gonthier, Baihua Ye

Rh-III-catalyzed directed C-H functionalizations of arylhydroxamates have become a valuable synthetic tool. To date, the regioselectivity of the insertion of the unsaturated acceptor into the common cyclometalated intermediate was dependent solely on intri ...

Wiley-V C H Verlag Gmbh2014

Chiral Cp-Rhodium(III)-Catalyzed Asymmetric Hydroarylations of 1,1-Disubstituted Alkenes

Nicolai Cramer, Baihua Ye, Pavel Alexandrovich Donets

Metal-catalyzed functionalizations at the ortho position of a directing group have become an efficient bond-forming strategy. A wide range of transformations that employ Cp*Rh-III catalysts have been described, but despite their synthetic potential, enanti ...

Wiley-VCH Verlag GmbH2014

Chiral Cyclopentadienyl Ligands as Stereocontrolling Element in Asymmetric C-H Functionalization

Nicolai Cramer, Baihua Ye

Metal complexes coordinated by a single cyclopentadienyl (Cp) ligand are widely used, versatile catalysts, but their application to asymmetric reactions has been hindered by the difficulty of designing Cp substituents that effectively bias the coordination ...

American Association for the Advancement of Science2012

Novel Ruthenium Complexes with Sterically Demanding Cyclopentadienyl Ligands : Syntheses, Reactivity and Catalytic Applications

Barnali Dutta

Investigations of ruthenium halfsandwich complexes have mostly focused on Cp and Cp* based derivatives due to the availability of easily accessible starting materials. However, it is interesting to have complexes with substituted cyclopentadienyl ligands i ...

EPFL2010

Reactions of Alkynes with [RuCl(cyclopentadienyl)] Complexes: The Important First Steps

Rosario Scopelliti, Kay Severin, Ursula Röthlisberger, Euro Solari, Basile Curchod, Pablo Campomanes Ramos, Barnali Dutta

Cyclopentadienyl-ruthenium half-sandwich complexes with 2-bound alkyne ligands have been suggested as catalytic intermediates in the early stages of Ru-catalyzed reactions with alkynes. We show that electronically unsaturated complexes of the formula [RuCl ...

2010

Tuning the anticancer activity of maltol-derived ruthenium complexes by derivatization of the 3-hydroxy-4-pyrone moiety

Paul Joseph Dyson, Christian Hartinger, Alexey Nazarov

Aldol reaction of allomaltol with arom. aldehydes, e.g., RC6H4CHO, R = H, 4-NO2, 4-F, 2-F and 3,4,5-(MeO)3C5H2CHO, gave 2-(hydroxyphenylmethyl)-3-hydroxy-6-methylpyran-4(1)-ones, maltol-derived ligands. Organometallic Ru(II)-arene complexes, [RuCl2(cymene) ...

2009

Organometallic complexes that interconvert between trimeric and monomeric structures as a function of pH and their effect on human cancer and fibroblast cells

Paul Joseph Dyson, Rosario Scopelliti, Kay Severin, Wee Han Ang, Zacharias Immanuel Grote

Organometallic half-sandwich complexes based on ruthenium with aminomethyl-substituted 3-hydroxy-2-pyridone ligands exist in aqueous solution as monomeric O,O′-chelate complexes or trimeric metallamacrocycles depending upon the pH. We hypothesized that adm ...

2009

Chelating NHC Ruthenium(II) Complexes as Robust Homogeneous Hydrogenation Catalysts

Gabor Laurenczy, Antonia Neels

A series of ruthenium(II) N-heterocyclic carbene chelate complexes were prepd. by using bidentate chelating alkene-carbene, thioether-carbene, carboxylate-carbene and bis-carbene ligands. Metalation of 1-R-3-X-imidazolium salts (1-3, R = Me, X = allyl, MeS ...

2009

A Polyoxyethylene-Substituted Bimetallic Europium Helicate for Luminescent Staining of Living Cells

Jean-Claude Bünzli, Caroline Vandevyver, Anne-Sophie Chauvin, Steve Comby, Bo Song

The homoditopic ligand

H_2L^{C3}

has been designed to form neutral triple-stranded bimetallic helicates of overall composition [

Ln_2(L^{C3})_3

]. The grafting of the polyoxyethylene fragments ensures water solubility and also favors cell penetration whi ...

2007

Ruthenium Catalysts for the Kharasch Reaction

Kay Severin

Recent advances in the development of ruthenium catalysts for the atom transfer radical addn. of polyhalogenated compds. to olefins ('Kharasch reaction') are described. Three classes of homogeneous catalysts are discussed: halfsandwich complexes with h6-ar ...

2006