Publications associées à Accessing elusive σ-type cyclopropenium cation equivalents through redox gold catalysis

Publications associées (16)

Exploring the reactivity of N-heterocyclic diazoolefins

Diazo compounds of the type R1R2CN2 are widely used in organometallic catalysis and synthetic chemistry. Stable diazoolefins, R1R2C=CN2, have only been isolated recently. Diazoolefins undergo cycloaddition reactions and tend to be carbon donors when used a ...

EPFL2025

Novel Alkynylation Methods through the Combination of Hypervalent Iodine Reagents and Alkynyl-trifluoroborate Salts

Julien Aymeric Borrel

The alkyne motif is a versatile functional group often encountered in organic chemistry. It can be involved in various transformations such as the alkyne-azide cycloaddition and has found widespread application in medicinal chemistry, chemical biology and ...

EPFL2024

Nickel-catalyzed direct stereoselective α-allylation of ketones with non-conjugated dienes

Nicolai Cramer, Matthew Wodrich, Yixuan Cao

The development of efficient and sustainable methods for the construction of carbon-carbon bonds with the simultaneous stereoselective generation of vicinal stereogenic centers is a longstanding goal in organic chemistry. Low-valent nickel(0) complexes whi ...

Nature Research2023

Copper-Catalyzed Benzylic Functionalization of Lignin-Derived Monomers

Arthur Blumenstein, Xile Hu, Uttam Dhawa, Lara Lavrencic

Within the field of lignin biorefining, significant research effort has been dedicated to the advancement of catalytic methods for lignocellulose depolymerization. However, another key challenge in lignin valorization is the conversion of the obtained mono ...

WILEY-V C H VERLAG GMBH2023

Tyrosine bioconjugation with hypervalent iodine

Jérôme Waser, Natalia Gasilova, Laure Menin, Nina Declas

Hypervalent iodine reagents have recently emerged as powerful tools for late-stage peptide and protein functionalization. Herein we report a tyrosine bioconjugation methodology for the introduction of hypervalent iodine onto biomolecules under physiologica ...

2022

C-C bond activation enabled by dyotropic rearrangement of Pd(iv) species

Qian Wang, Jieping Zhu, Hua Wu, Jian Cao

The weak carbon-metal bond combined with the kinetic inertness of the carbon-carbon bond renders metal-catalysed C-C bond activation to be highly challenging. Most of the reported C-C bond activation methodologies involve strain-releasing cleavage of small ...

NATURE RESEARCH2021

Modular Chiral N-Heterocyclic Carbene Ligands for the Nickel-Catalyzed Enantioselective C-H Functionalization of Heterocycles

Nicolai Cramer, Johannes Diesel

N-Heterocyclic carbenes (NHCs) are the ligands of choice in a large variety of transformations entailing different transition metals. However, the number and variety of chiral NHCs suitable as stereo-controlling ligands in asymmetric catalysis remains limi ...

2020

Catalytic and antibacterial properties of 3-dentate carboxamide Pd/Pt complexes obtained via a benign route

Kurt Schenk, Farzaneh Fadaei Tirani

The complexes Pd-II(qcq)(OAc) and Pt-II(qcq)Cl have been synthesized using environmentally benign synthesized ligands and characterized by elemental analyses: Fourier transform infrared spectroscopy, UV-visible spectroscopy, H-1 NMR spectroscopy, and X-ray ...

WILEY2020

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

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 Trisubstituted Alkenes through Sequential Iron-Catalyzed Reductive anti-Carbozincation of Terminal Alkynes and Base-Metal-Catalyzed Negishi CrossCoupling

Xile Hu, Chi Wai Cheung

The stereoselective synthesis of trisubstituted alkenes is challenging. Here, we show that an iron-catalyzed anti-selective carbozincation of terminal alkynes can be combined with a base-metal-catalyzed cross coupling to prepare trisubstituted alkenes in a ...

Wiley-Blackwell2015

Maleimide-functionalised organoruthenium anticancer agents and their binding to thiol-containing biomolecules

Paul Joseph Dyson, Yury Tsybin, Christian Hartinger, Alexey Nazarov, Michael Groessl

Ru-II(arene) anticancer compounds with maleimide functionality were prepared to allow selective interaction with thiol-containing biomolecules and thereby enforcing the selective delivery of the compounds to the tumour. ...

Royal Society of Chemistry2012

A Well-Defined Ni Pincer Catalyst for Cross Coupling of Non-Activated Alkyl Halides and Direct C-H Alkylation

Oleg Vechorkin

Carbon-carbon bond forming reactions are among the most important and useful methods for organic synthesis. During the last years, significant progress has been made in this field. Whereas many catalysts were developed for the coupling of aryl, alkenyl, an ...

EPFL2011

Enantioselective Rhodium(I)-Catalyzed [3+2] Annulations of Aromatic Ketimines Induced by Directed C?H Activations

Nicolai Cramer

Triple selectivity: Highly substituted indenylamines can be obtained with high enantioselectivity by formal [3+2] additions of aryl ketimines with internal alkynes. These rhodium(I)-catalyzed processes proceed by selective C-H activation of one of the two ...

Wiley-VCH Verlag GmbH2011

Synthesis and characterization of ether-derivatized aminophosphines and their application in C-C coupling reactions

Paul Joseph Dyson, Rosario Scopelliti, Zhaofu Fei

Four new bis(phosphino)amine ligands (Ph2P)2N-C6H3-R, where R = 3,5-OMe (1), 2,5-OMe (2), 2,4-OMe (3) or 3,4-OMe (4), were prepd. via aminolysis of the corresponding dimethoxyanilines with 2 equiv. of diphenylphosphine chloride in the presence of tri-Et am ...

Elsevier2010

Palladium Nanohexagons and Nanospheres in Selective Alkyne Hydrogenation

Lioubov Kiwi

Palladium nanohexagons were prepared using a seed-mediated method. Their catalytic performance in 2-methyl-3-butyn-2-ol hydrogenation was compared to the one of monodispersed Pd nanospheres. Quantitative correlations between initial turnover frequencies (T ...

2009