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Related publications (22)

TiCl3-Mediated Reductive Cyclization of Tetrasubstituted Alkenes and Enol Esters Bearing a 2-Nitrophenyl Substituent

Dina Boyarskaya

Indole is one of the most important heterocycles widely present in bioactive natural products, pharmaceuticals, agrochemicals and materials. Being easily accessible, the 2-nitrostyrenes are attractive starting materials for the indole synthesis and the Cad ...

EPFL2023

Migrative Carbofluorination of Saturated Amides Enabled by Pd-Based Dyotropic Rearrangement

Qian Wang, Jieping Zhu, Anne-Clémence Corminboeuf, Simone Gallarati, Hua Wu, Guoqiang Yang

Directly editing an all-carbon quaternary carbon itself of nonstrained acyclic molecules remains underexploited despite the recent advances in the fields of both C–H and C–C bond activation. Herein, we report a palladium-catalyzed migrative carbofluorinati ...

ACS2022

Diamine Synthesis via the Nitrogen-Directed Azidation of sigma- and pi-C-C Bonds

Jérôme Waser, Mingming Wang

Diamines are essential building blocks for the synthesis of agrochemicals, drugs, and organic materials, yet their synthesis remains challenging, as both nitrogens need to be differentiated and diverse substitution patterns (1,2, 1,3, or 1,4) are required. ...

2021

New Vinylation and Alkynylation Strategies with Hypervalent Iodine Reagents and Diazo Compounds

Guillaume Dominique Pisella

The development of a sequential copper-catalyzed oxy-alkynylation/intramolecular [4+2] cycloaddition of allenes and arenes was investigated at first. This one-pot protocol allowed the construction of complex polycylic architectures with high efficiency fro ...

EPFL2021

Hydrothermally Stable Sulfonated Carbons as Solid Acid Catalysts for the Hydrolysis of Lignocellulose

David Ferdinand Scholz

The recycling of homogeneous acids imposes great challenges to the feasibility of lignocellulose hydrolysis processes. Although heterogeneous catalysts would offer a perspective to circumvent these challenges, conventional solid acids are instable under th ...

EPFL2019

Broad-Band Ultraviolet CD Spectroscopy of Ultrafast Peptide Backbone Conformational Dynamics

Majed Chergui, Malte Oppermann, Benjamin Bauer

The far-UV spectral window widely used for the conformational analysis of biomolecules is not easily covered with broad-band lasers. This has made it difficult to use circular dichroism (CD) spectroscopy to directly follow fast structure changes. By combin ...

AMER CHEMICAL SOC2019

Generation of Heteroatom Stereocenters by Enantioselective C-H Functionalization

Nicolai Cramer, Johannes Diesel

C-H functionalization has been established as an efficient way to generate molecular complexity. The formation of stereogenic carbon atoms by asymmetric C-H functionalization has seen tremendous progress over the past decade. More recently, the direct cata ...

2019

Enantioselective Synthesis of Homoallylic Azides and Nitriles via Palladium-Catalyzed Decarboxylative Allylation

Jérôme Waser, Paola Caramenti, Maria Victoria Vita

Azides and nitriles are important building blocks for the synthesis of nitrogen-containing bioactive compounds. The first example of enantioselective palladiumcatalyzed decarboxylative allylation of alpha-azido and cyano beta-ketoesters is reported. Indano ...

American Chemical Society2015

Long-Range Bonding/Nonbonding Interactions: A Donor Acceptor Resonance Studied by Dynamic NMR

Long-range bonding interactions were evaluated using variable-temperature NMR spectroscopy and suitable 2'-CH2X-substituted phenylpyridines (X = Me, NMe2, OMe, F). It was found that the arylpyridyl rotational barriers were lower when electronegative atoms ...

Amer Chemical Soc2015

Copper-Catalyzed 1,2-Addition of alpha-Carbonyl Iodides to Alkynes

Xile Hu, Tao Xu

beta,gamma,-Unsaturated ketones are an important class of organic molecules. Herein, copper catalysis has been developed for the synthesis of --unsaturated ketones through 1,2-addition of -carbonyl iodides to alkynes. The reactions exhibit wide substrate s ...

Wiley-Blackwell2015

Sequence-dependent mechanical, photophysical and electrical properties of pi-conjugated peptide hydrogelators

The ability to modulate intermolecular interactions in such a way as to impact nano-, micro- and even macroscale properties is an attractive aspect of self-assembling systems. We present an investigation of sequence-dependent rheological, photophysical and ...

Royal Society of Chemistry2015

Accurate Thermochemistry of Hydrocarbon Radicals via an Extended Generalized Bond Separation Reaction Scheme

Anne-Clémence Corminboeuf, Matthew Wodrich

Detailed knowledge of hydrocarbon radical thermochemistry is critical for understanding diverse chemical phenomena, ranging from combustion processes to organic reaction mechanisms. Unfortunately, experimental thermochemical data for many radical species t ...

2012

Catalytic Asymmetric Functionalization of Inert Bonds and Synthesis of Bioactive Natural Products

Nicolai Cramer

The direct and enantioselective functionalization of inert bonds such as carbon-hydrogen and carbon-carbon is an emerging tool towards more sustainable and efficient synthetic methods. The individual activation pathways like concerted deprotonation metalat ...

2011

UV Spectroscopic Studies of Cold Alkali Metal Ion–Crown Ether Complexes in the Gas Phase

Thomas Rizzo, Oleg Boyarkine, Yoshiya Inokuchi

We report UV photodissociation (UVPD) spectra of dibenzo-18-crown-6 (DB18C6) complexes with alkali metal ions (Li+, Na+, K+, Rb+, and Cs+) in a cold, 22-pole ion trap. All the complexes show a number of vibronically resolved bands, but the vibronic structu ...

American Chemical Society2011

Dispersant Stabilization of Inorganic Non-metallic Particles

Esther Amstad

A dispersant for stabilizing nanoparticles, in particular inorganic non-metallic nanoparticles is described. Said dispersant comprises at least one anchor group A, and at least one spacing group R covalently linked to said anchor group, said anchor grou ...

2011

Understanding Regioselective Cleavage in Peptide Hydrolysis by a Palladium(II) Aqua Complex: A Theoretical Point of View

Pablo Campomanes Ramos

Hydrolytic: cleavage of the oligopeptides Ace-Ala-Lys-Tyr-Gly similar to Gly-Met-Ala-Ala-Arg-Ala and Ace-Lys-Gly-Gly-Ala-Gly similar to Pro-Met-Ala-Ala-Arg-Gly by Pd(H2O)(4) was theoretically investigated by using molecular dynamics simulations and q ...

2010

Radical Stability Directs Electron Capture and Transfer Dissociation of Beta-Amino Acids in Peptides

Yury Tsybin, Aleksey Vorobyev, Hisham Ben Hamidane

We report on the characteristics of the radical-ion-driven dissociation of a diverse array of beta-amino acids incorporated into alpha-peptides, as probed by tandem electron-capture and electron-transfer dissociation (ECD/ETD) mass spectrometry. The report ...

2010

Nitrous Oxide Abatement over Fe-Zeolite : Mechanistic Study of Decomposition and Reactor Development

Bryan Bromley

The use of zeolites for catalytic reactions is a field in continuous development. Since it was demonstrated that metal-zeolites are efficient catalysts for NOx abatement, decomposition of nitrous oxide (N2O) over Fe-containing zeolites has attracted great ...

EPFL2010

Self-Assembly of Nanoporous Chiral Networks with Varying Symmetry from Sexiphenyl-dicarbonitrile on Ag(111)

Harald Brune, Uta Schlickum, Régis Decker

The self-assembly of sexiphenyl-dicarbonitrile molecules on the Ag(111) surface is investigated using low-temperature scanning tunneling microscopy (STM) in ultrahigh vacuum. Several nanoporous networks with varying symmetry and pore size coexist on the su ...

American Chemical Society2009

Does the Surface Matter? Hydrogen-Bonded Chain Formation of an Oxalic Amide Derivative in a Two- and Three-Dimensional Environment

Klaus Kern, Harald Brune, Uta Schlickum, Marta Canas Ventura, Sylvain Clair

We report on a multi-technique investigation of the supramolecular organisation of N,N-diphenyl oxalic amide under differently dimensioned environments, namely three-dimensional (3D) in the bulk crystal, and in two dimensions on the Ag(111) surface as well ...

2008