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Matthew Wodrich

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Publications associées (86)

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

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

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

On the Generality of Molecular Volcano Plots

Anne-Clémence Corminboeuf, Matthew Wodrich, Michael Markus Busch, Boodsarin Sawatlon

In homogeneous catalysis, the structure and electronic config-uration of the active catalysts can vary significantly. Changes inligation, oxidation, and spin states have the potential to influ-ence the catalytic cycle energet ics strongly that, to a larged ...

Wiley-VCH Verlag2018

Improving the Thermodynamic Profiles of Potential Suzuki-Miyaura Cross-Coupling Catalysts by Altering the Electrophilic Coupling Component

Anne-Clémence Corminboeuf, Matthew Wodrich

As a heavily used technique for forming new C-C bonds, developing new catalysts and reaction conditions for Suzuki-Miyaura cross-coupling reactions is desirable. Here, using volcano plots, the influence of the electrophilic coupling component in catalytic ...

Wiley-VCH Verlag2018

Expedited Screening of Active and Regioselective Catalysts for the Hydroformylation Reaction

Anne-Clémence Corminboeuf, Matthew Wodrich, Michael Markus Busch

The discovery of new homogeneous catalysts that preferentially form one product over another in regio- or enantioselective chemical reactions has traditionally been the province of experimental chemists. Today, computational-based approaches have carved an ...

WILEY-V C H VERLAG GMBH2018

Identifying highly active and regioselective homogeneous catalysts from molecular volcano plots

Anne-Clémence Corminboeuf, Matthew Wodrich

AMER CHEMICAL SOC2018

Unraveling Metal/Pincer Ligand Effects in the Catalytic Hydrogenation of Carbon Dioxide to Formate

Anne-Clémence Corminboeuf, Matthew Wodrich, Boodsarin Sawatlon

The hydrogenation of carbon dioxide to formate is an intriguing reaction from both an environmental and an energy perspective, primarily due to the prospective uses of the product as a platform chemical in numerous applications such as an organic hydrogen ...

AMER CHEMICAL SOC2018

Natural inspirations for metal–ligand cooperative catalysis

Matthew Wodrich, Xile Hu

In conventional homogeneous catalysis, supporting ligands act as spectators that do not interact directly with substrates. However, in metal–ligand cooperative catalysis, ligands are involved in facilitating reaction pathways that would be less favourable ...

2017

One-Step Multigram-Scale Biomimetic Synthesis of Psiguadial B

Matthew Wodrich, Nicolai Cramer, Duc Tran Ngoc, 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

A Generalized Picture of C-C Cross-Coupling

Anne-Clémence Corminboeuf, Matthew Wodrich, Michael Markus Busch

Transition metal catalyzed cross-coupling reactions occupy a privileged position in chemistry because of their ability to link myriad functional groups. The numerous variants of this reaction types (e.g., Suzuki, Kumada, Negishi, etc.) differ in the transm ...

American Chemical Society2017

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

Anne-Clémence Corminboeuf, Matthew Wodrich, Nicolai Cramer, Gints Smits, 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

Nickel pincer model of the active site of lactate racemase involves ligand participation in hydride transfer

Rosario Scopelliti, Anne-Clémence Corminboeuf, Matthew Wodrich, Xile Hu, Tao Xu

Pincer complexes are widely applied in homogeneous catalysis. However, only very recently has the first pincer complex been discovered in the active site of a metalloenzyme, namely, lactate racemase. Here, we report a synthetic model of the active site of ...

Natl Acad Sciences2017

A Monometallic Iron(I) Organoferrate

Matthew Wodrich, Xile Hu, Fedor Zhurkin

Tetra-n-butylammonium (TBA) (eta(6)-biphenyl)diphenyfferrate was formed unexpectedly in the reaction of (TBA)(2)[Fe4S4Cl4] with an excess of phenyllithium. This complex belongs to a novel type of organoferrate. ...

American Chemical Society2017

Room temperature decarboxylative cyanation of carboxylic acids using photoredox catalysis and cyanobenziodoxolones: a divergent mechanism compared to alkynylation

Matthew Wodrich, Jérôme Waser, Franck Le Vaillant

The one-step conversion of aliphatic carboxylic acids to the corresponding nitriles has been accomplished via the merger of visible light mediated photoredox and cyanobenziodoxolones (CBX) reagents. The reaction proceeded in high yields with natural and no ...

2017

A Functional Model of [Fe]-Hydrogenase

Rosario Scopelliti, Matthew Wodrich, Xile Hu, Simona Mazza, Tao Xu

[Fe]-Hydrogenase catalyzes the hydrogenation of a biological substrate via the heterolytic splitting of molecular hydrogen. While many synthetic models of [Fe]-hydrogenase have been prepared, none yet are capable of activating H-2 on their own. Here, we re ...

American Chemical Society2016

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

Anne-Clémence Corminboeuf, Matthew Wodrich, Riccardo Petraglia, Michele Ceriotti, 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

Neutral Aminyl Radicals Derived from Azoimidazolium Dyes

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

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

Matthew Wodrich, Jérôme Waser, 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

General and Practical Formation of Thiocyanates from Thiols

Matthew Wodrich, Jérôme Waser, 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

Toward Functional Type III [Fe]-Hydrogenase Biomimics for H2 Activation: Insights from Computation

Anne-Clémence Corminboeuf, Matthew Wodrich, Xile Hu, Kevin Alexander Murray

The chemistry of [Fe]-hydrogenase has attracted significant interest due to its ability to activate molecular hydrogen. The intriguing properties of this enzyme have prompted the synthesis of numerous small molecule mimics aimed at activating H2. Despite c ...

Wiley-V C H Verlag Gmbh2015

Reconstitution of [Fe]-hydrogenase using model complexes

Matthew Wodrich, Xile Hu, Dafa Chen, Tao Xu

[Fe]-Hydrogenase catalyses the reversible hydrogenation of a methenyltetrahydromethanopterin substrate, which is an intermediate step during the methanogenesis from CO2 and H-2. The active site contains an iron-guanylylpyridinol cofactor, in which Fe2+ is ...

Nature Publishing Group2015

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