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Matthew Wodrich

Cette personne a quitté l’EPFL

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Publications associées (86)

Page 4 sur 5

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

Beyond Static Structures: Putting Forth REMD as a Tool to Solve Problems in Computational Organic Chemistry

Michele Ceriotti, Anne-Clémence Corminboeuf, Matthew Wodrich, Riccardo Petraglia, Adrien Georges Nicolai

Computational studies of organic systems are frequently limited to static pictures that closely align with textbook style presentations of reaction mechanisms and isomerization processes. Of course, in reality chemical systems are dynamic entities where a ...

Wiley-Blackwell2016

Low‐Temperature Intramolecular [4+2] Cycloaddition of Allenes with Arenes for the Synthesis of Diene Ligands

Rosario Scopelliti, Jérôme Waser, Farzaneh Fadaei Tirani, Matthew Wodrich, Durga Prasada Rao Hari, Guillaume Dominique Pisella

The intramolecular [4+2] cycloaddition between arenes and allenes first reported by Himbert gives rapid access to rigid polycyclic scaffolds. Herein, we report a one‐pot oxyalkynylation/cycloaddition reaction proceeding under mild conditions (23–90 °C) and ...

Wiley-VCH Verlag GmbH2020

Toward in silico Catalyst Optimization

Anne-Clémence Corminboeuf, Nicolai Cramer, Matthew Wodrich, Rubén Laplaza Solanas

In this minireview, we overview a computational pipeline developed within the framework of NCCR Catalysis that can be used to successfully reproduce the enantiomeric ratios of homogeneous catalytic reactions. At the core of this pipeline is the SCINE Molas ...

SWISS CHEMICAL SOC2023

1,1-Bi(trishomobarrelenyl) - Synthesis and Chiroptic Properties

Anne-Clémence Corminboeuf, Matthew Wodrich

1,1-Bi(endo,exo,syn-pentacyclo[3.3.3.02,4.06,8.09,11]undecyl)[1,1-bi(trishomobarrelenyl)] (4) has been prepared as a 1:1 mixture of its meso- and d,l-diastereomers in six steps from trishomobarrelene 1 via the amine 5, the N,N-bis(trishomobarrelenyl)sulfam ...

2009

General and Practical Formation of Thiocyanates from Thiols

Jérôme Waser, Matthew Wodrich, Reto Frei, Thibaut Christian Courant

A new method for the cyanation of thiols and disulfides using cyanobenziodoxol(on)e hypervalent iodine reagents is described. Both aliphatic and aromatic thiocyanates can be accessed in good yields in a few minutes at room temperature starting from a broad ...

Wiley-Blackwell2015

Constructing and interpreting volcano plots and activity maps to navigate homogeneous catalyst landscapes

Anne-Clémence Corminboeuf, Matthew Wodrich, Rubén Laplaza Solanas, Shubhajit Das

Volcano plots and activity maps are powerful tools for studying homogeneous catalysis. Once constructed, they can be used to estimate and predict the performance of a catalyst from one or more descriptor variables. The relevance and utility of these tools ...

2022

One-Step Multigram-Scale Biomimetic Synthesis of Psiguadial B

Nicolai Cramer, Matthew Wodrich, Christopher Gordon Newton

A gram-scale synthesis of psiguadial B, a purported inhibitor of human hepatoma cell growth, has been achieved in one step by a biomimetic three-component coupling of caryophyllene, benzaldehyde, and diformylphloroglucinol. This cascade reaction is catalyz ...

Wiley-VCH Verlag GmbH2017

Heterolytic N-Calpha Bond Cleavage in Electron Capture and Transfer Dissociation of Peptide Cations

Anne-Clémence Corminboeuf, Yury Tsybin, Matthew Wodrich, Konstantin Zhurov, Aleksey Vorobyev, Hisham Ben Hamidane

Mass spectrometry techniques employing electron capture and electron transfer dissociation represent powerful approaches for the analysis of biological samples. Despite routine employment in analytical fields, the underlying physical processes dictating pe ...

Amer Chemical Soc2012

Enantioselective Cobalt(III)-Catalyzed [4 + 1] Annulation of Benzamides: Cyclopropenes as One-Carbon Synthons

Lenin Kumar Verdhi, Nicolai Cramer, Matthew Wodrich

A chiral cyclopentadienyl cobalt(III)-catalyzed enantioselective [4 + 1] annulation of N-chlorobenzamides with cyclopropenes is reported. The cobalt catalyst engages in the C−H activation as well as promotes the C−C bond cleavage of the cyclopropene, rende ...

American Chemical Society (ACS)2025

Alkynylation of Thiols with Ethynylbenziodoxolone (EBX) Reagents: alpha- or beta- pi-Addition?

Jérôme Waser, Matthew Wodrich, Paola Caramenti

The alkynylation of thiols with EthynylBenziodoXolone (EBX) reagents is a fast and chemoselective method for the synthesis of thioalkynes. Combined experimental and computational studies are reported, which led to the identification of a new mechanism for ...

2016

Neutral Aminyl Radicals Derived from Azoimidazolium Dyes

Rosario Scopelliti, Kay Severin, Henrik Moodysson Rønnow, Philip Pattison, Matthew Wodrich, Ivica Zivkovic, Andrzej Sienkiewicz, Euro Solari, Léonard Yannick Maurice Eymann, Alexander Tskhovrebov, Laurent Alexis Clément Vannay, José Luis Bila

The synthesis and characterization of a new class of neutral aminyl radicals is reported. Monoradicals were obtained by reduction of azoimidazolium dyes with potassium. Structural, spectroscopic, and computational data suggest that the spin density is cent ...

2016

Linear Scaling Relationships and Volcano Plots in Homogeneous Catalysis – Revisiting the Suzuki Reaction

Anne-Clémence Corminboeuf, Matthew Wodrich, Michael Markus Busch

Linear free energy scaling relationships and volcano plots are common tools used to identify potential heterogeneous catalysts for myriad applications. Despite the striking simplicity and predictive power of volcano plots, they remain unknown in homogeneou ...

2015

Bimetallic Oxidative Addition in Nickel-Catalyzed Alkyl-Aryl Kumada Coupling Reactions

Xile Hu, Matthew Wodrich, Jan Breitenfeld

The mechanism of alkylaryl Kumada coupling catalyzed by the nickel pincer complex Nickamine was studied. Experiments using radical-probe substrates and DFT calculations established a bimetallic oxidative addition mechanism. Kinetic measurements showed that ...

American Chemical Society2014

Diversifying Metal-Ligand Cooperative Catalysis in Semi-Synthetic [Mn]-Hydrogenases

Xile Hu, Farzaneh Fadaei Tirani, Matthew Wodrich

The reconstitution of [Mn]-hydrogenases using a series of Mn-I complexes is described. These complexes are designed to have an internal base or pro-base that may participate in metal-ligand cooperative catalysis or have no internal base or pro-base. Only M ...

Wiley-VCH Verlag GmbH2021

Effects of halogen substitution on the properties of eight- and nine-vertex closo-boranes

Anne-Clémence Corminboeuf, Matthew Wodrich

2008

(Un)supervised learning for the screening and classification of homogeneous catalysts

Anne-Clémence Corminboeuf, Matthew Wodrich, Benjamin André René Meyer, Boodsarin Sawatlon

AMER CHEMICAL SOC2019

Reply to “Comment on ‘Accurate Thermochemistry of Hydrocarbon Radicals via an Extended Generalized Bond Separation Reaction Scheme"

Anne-Clémence Corminboeuf, Matthew Wodrich, Jérôme Florian Gonthier

American Chemical Society2012

Catalytic enantioselective reductive Eschenmoser-Claisen rearrangements

Nicolai Cramer, Matthew Wodrich, Guoting Zhang

An important challenge in enantioselective catalysis is developing strategies for the precise synthesis of neighboring congested all-carbon quaternary stereocenters. The well-defined transition states of [3,3]-sigmatropic rearrangements and their underlyin ...

American Association for the Advancement of Science2024

Axially Chiral Dibenzazepinones by a Palladium(0)-Catalyzed Atropo-enantioselective C-H Arylation

Nicolai Cramer, Matthew Wodrich, Christopher Gordon Newton, Elena Braconi

Atropo‐enantioselective C−H functionalization reactions are largely limited to the dynamic kinetic resolution of biaryl substrates through the introduction of steric bulk proximal to the axis of chirality. Reported herein is a highly atropo‐enantioselectiv ...

Wiley-VCH Verlag GmbH2018