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Beyond Click-Chemistry: Transformation of Azides with Cyclopentadienyl Ruthenium Complexes

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Publications associées (35)

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Discovery of a Highly Active Catalyst for Hydrogenolysis of C-O Bonds via Systematic, Multi-metallic Catalyst Screening

Paul Joseph Dyson, Ning Yan, Antoine Philippe Van Muyden, Sviatlana Siankevich

Hydrogenolysis of C-O bonds is a highly challenging reaction with the most efficient catalysts based on bimetallic assemblies. Systematic studies to identify the optimum metal combination have not been performed and, therefore, we designed a method to scre ...

Wiley-VCH Verlag2019

Organocatalysts in C-N Bond Forming Reactions of Amines with CO2

Martin Hulla

The thesis describes a simple approach for N-formylation of amines with CO2 and hydrosilane reducing agents, the use of organic salts as N-formylation catalysts, their physical properties required for high catalytic activity and their role in the catalytic ...

EPFL2019

Stereoselective synthesis of alkyl-, aryl-, vinyl- and alkynyl-substituted Z-enamides and enol ethers

Jérôme Waser, Matthew Wodrich, Paola Caramenti, Nina Declas, Romain Gaëtan Tessier

Enamides and enol ethers are valuable building blocks in synthetic chemistry, yet their stereoselective synthesis can be challenging. Herein, we report a new stereoselective synthesis of vinyl, aryl, alkynyl, alkyl and thio-substituted Z-enamides and enol ...

2019

Contributions to the Chemistry of N2O and 1-Alkynyltriazenes

Loïc Nicolas Jeanbourquin

This thesis describes the utilization of nitrous oxide N2O as an oxidant in oxidative cou-pling reactions and as a nitrogen atom donor in the synthesis of 1-alkynyltriazene and further reactivity of the latter. An overview of N2O and its reactivity is give ...

EPFL2018

α-Oxo-Ketenimines from Isocyanides and α-Haloketones: Synthesis and Divergent Reactivity

Jieping Zhu, Qian Wang, Mathias Mamboury

The palladium-catalyzed reaction of a-haloketones with isocyanides afforded -oxo-ketenimines through alpha-hydride elimination of the beta-oxo-imidoyl palladium intermediates. Reaction of these relatively stable alpha-oxo ketenimines with nucleophiles suc ...

Wiley-Blackwell2017

Quantum-state-controlled channel branching in cold Ne(3P2)+Ar chemi-ionization

Andreas Osterwalder, Sean Dennis Steven Gordon, Junwen Zou, Silvia Tanteri

A prerequisite to gain a complete understanding of the most basic aspects of chemical reactions is the ability to perform experiments with complete control over the reactant degrees of freedom. By controlling these, details of a reaction mechanism can be i ...

2018

Extent Computation under Rank-deficient Conditions

Dominique Bonvin, Julien Léo Billeter

The identification of kinetic models can be simplified via the computation of extents of reaction on the basis of invariants such as stoichiometric balances. With extents, one can identify the structure and the parameters of reaction rates individually, wh ...

2017

Gold-Catalyzed Synthesis of 1,3-Diaminopyrazoles from 1-Alkynyltriazenes and Imines

Rosario Scopelliti, Kay Severin, Farzaneh Fadaei Tirani, Loïc Nicolas Jeanbourquin

A new procedure for the synthesis of highly substituted 1,3-diaminopyrazoles is described. As substrates, we have employed 1-alkynyltriazenes and imines. The formation of pyrazoles was achieved by two-fold C–N coupling reactions in the presence of (JohnPho ...

2017

A simple catalyst for aqueous phase Suzuki reactions based on palladium nanoparticles immobilized on an ionic polymer

Paul Joseph Dyson, Gabor Laurenczy, Zhaofu Fei, Emilia Paunescu

Palladium nanoparticles immobilized on a cross-linked imidazolium-containing polymer were evaluated as a catalyst for Suzuki carbon-carbon cross-coupling reactions using water as the solvent. The nanocatalysts show good catalytic activities for aryl iodide ...

Science Press2016

Leaching from Palladium Nanoparticles in an Ionic Liquid Leads to the Formation of Ionic Monometallic Species

Paul Joseph Dyson

Molecular dynamics simulations and DFT calculations suggest that leaching of palladium species from Pd nanoparticles in ionic liquids does not involve "naked" Pd(0) atoms or neutral ArPdX species formed by oxidative addition of arylhalides. Instead, the io ...

Amer Chemical Soc2017

Synthesis, structure, and catalytic properties of palladium complexes containing bis(phosphino)-amine ligands

Kurt Schenk, Farzaneh Fadaei Tirani

Two N,N-bis(diphenylphosphino)-amine ligands [amine = 4-aminomorpholine (L-1) or 1-amino-4-methylpiperazine (L-2)] and their Pd(II) complexes were synthesised and characterised by IR and NMR spectroscopies. The structures of ligand L-1 and both complexes C ...

Elsevier Science Sa2016

Access to Chiral Cyclopentane Scaffolds by Enantioselective Nickel-Catalyzed Annulations

Joachim Sven Ernst Ahlin

The cyclopentane scaffold has attracted much attention due to its ubiquity in numerous bioactive natural products such as prostaglandins and polyquinanes. However, despite a plethora of available procedures to access this motif, a lack of methods that riva ...

EPFL2016

Stereoselective synthesis of alkenes via base-metal-catalyzed addition reactions to alkynes and activation of hydrogen peroxide and carbon dioxide by iron complexes

Fedor Zhurkin

Alkene functionality can be found in the majority of natural products, drugs, catalysts and organic materials. Therefore, methods of C-C double bond formation constitute a cornerstone of organic synthesis. Selective formation of either (Z)- or (E)-isomer i ...

EPFL2017

Base-Free Transfer Hydrogenation with an Ionic-Liquid-Supported Ruthenium eta(6)-Arene Bis(pyrazolyl)methane Catalyst

Francisco Sepulveda, Paul Joseph Dyson, Andrew Douglas Phillips

Ruthenium complexes of the type [RuCl(eta(6)-arene)-(NN)]X (X = BF4 or BPh4) featuring an eta(6)-arene ligand modified with an imidazolium ring and incorporating the bis(azo) chelating (NN) ligands 2-hydroxyphenylbis(3,5-dimethylpyrazol-1-yl) methane or 2- ...

Wiley-Blackwell2017

Continuously operated falling film microreactor for selective hydrogenation of carbon-carbon triple bonds

Lioubov Kiwi, Charline Berguerand

Despite significant advances in the fabrication and applications of microreactors for production of chemicals, their use for catalytic reactions remains a challenge, especially in fine chemical synthesis where the selectivity towards the desired product is ...

Elsevier2016