Matthew Wodrich
Research and Teaching Associate
EPFL SB ISIC-GE
BCH 4303 (Batochime UNIL)
Av. F.-A. Forel 2
CH-1015 Lausanne
Web site: Web site: https://isic.epfl.ch/
Publications
70) "Mapping Catalyst-Solvent Interplay in Competing Carboamination/Cyclopropanation Reactions"M.D. Wodrich, M. Chang, S. Gallarati, L. Wozniak, N. Cramer, C. Corminboeuf
Chemistry - A European Journal, 2022, DOI:10.1002/chem.202200399. [LINK]
69) "Methoxycyclization of 1,5-Enynes by Coinage Metal Catalysts: Is Gold Always Superior?"
M.D. Wodrich, C. Corminboeuf
Helvetica Chimica Acta, 2021, 104, e2100134. [LINK]
68) "Structure and Reactivity of N-Heterocyclic Alkynyl Hypervalent Iodine Reagents"
E. Le Du, T. Duhail, M.D. Wodrich, R. Scopelliti, F. Fadaei-Tirani, E. Anselmi, E. Magnier, J. Waser
Chemistry - A European Journal, 2021, 27, 10979-10986. [LINK]
67) "Reaction-Based Machine Learning Representations for Predicting the Enantioselectivity of Organocatalysts"
S. Gallarati, R. Fabregat, R. Laplaza, S. Bhattacharjee, M.D. Wodrich, C. Corminboeuf
Chemical Science, 2021, 12, 6879-6889. [LINK]
66) "Diversifying Metal-Ligand Cooperative Catalysis in Semi-Synthetic [Mn]-Hydrogenases"
H. Pan, G. Huang, M.D. Wodrich, F. Fadaei Tirani, K. Ataka, S. Shima, X. Hu
Angewandte Chemie International Edition, 2021, 60, 13350-13357. [LINK]
65) "The Genesis of Molecular Volcano Plots"
M.D. Wodrich, B. Sawatlon, M. Busch, C. Corminboeuf
Accounts of Chemical Research, 2021, 54, 1107-1117. [LINK]
64) "Low-Temperature Intramolecular [4 2] Cycloaddition of Allenes with Arenas for the Synthesis of Diene Ligands"
D. Prasad Hari, G. Pisella, M.D. Wodrich, A. V. Tsymbal, F. Fadaei Tirani, R. Scopelliti, J. Waser
Angewandte Chemie International Edition, 2021, 60, 5475-5481. [LINK]
63) "Probing Substrate Scope with Molecular Volcanoes"
B. Sawatlon, M.D. Wodrich, C. Corminboeuf
Organic Letters, 2020, 22, 7936-7941. [LINK]
62) "Data-Powered Augmented Volcano Plots for Homogeneous Catalysis"
M.D. Wodrich, A. Fabrizio, B. Meyer, C. Corminboeuf
Chemical Science, 2020, 11, 12070-12080. [LINK]
61) "Data-Driven Advancement of Homogeneous Nickel Catalyst Activity for Aryl-Ether Cleavage"
M. Cordova, M.D. Wodrich, B. Meyer, B. Sawatlon, C. Corminboeuf
ACS Catalysis, 2020, 10, 7021-7031. [LINK]
60) "Functional Models of the Nickel Pincer Nucleotide Cofactor of Lactate Racemase"
R. Shi, M.D. Wodrich, H.-J. Pan, F. Fadaei Tirani, X. Hu
Angewandte Chemie International Edition, 2019, 58, 16869-16872. [LINK]
59) "The Atomic-Resolution Crystal Structure of Activated [Fe]-Hydrogenase"
G. Huang, T. Wagner, M.D. Wodrich, K. Ataka, E. Bill, U. Ermler, X. Hu, S. Shima
Nature Catalysis, 2019, 2, 537-543. [LINK]
58) "A Catalytically Active [Mn]-Hydrogenase Incorporating a Non-Native Metal Cofactor"
H.-J. Pan, G. Huang, M.D. Wodrich, F. Fadaei Tirani, K. Ataka, S. Shima, X. Hu
Nature Chemistry, 2019, 11, 669-675. [LINK]
57) "Activity-Based Screening of Homogeneous Catalysts through the Rapid Assessment of Theoretically Derived Turnover Frequencies"
M.D. Wodrich, B. Sawatlon, E. Solel, S. Kozuch, C. Corminboeuf
ACS Catalysis, 2019, 9, 5716-5725. [LINK]
56) "Data Mining the C-C Cross-Coupling Genome"
B. Sawatlon, M.D. Wodrich, B. Meyer, A. Fabrizio, C. Corminboeuf
ChemCatChem, 2019, 11, 4096-4107. [LINK]
55) "Stereoselective Synthesis of Alkyl-, Aryl-, Vinyl- and Alkynyl-Substituted Z-Enamides and Enol Ethers"
P. Caramenti, N. Declas, R. Tessier, M.D. Wodrich, J. Waser
Chemical Science, 2019, 10, 3223-3230. [LINK]
54) "Mild Complexation Protocol for Chiral CpxRh and Ir Complexes Suitable for in situ Catalysis"
B. Audic, M.D. Wodrich, N. Cramer
Chemical Science, 2019, 10, 781-787. [LINK]
53) "Unraveling Metal/Pincer Ligand Effects in the Catalytic Hydrogenation of Carbon Dioxide to Formate"
B. Sawatlon, M.D. Wodrich, C Corminboeuf
Organometallics, 2018, 37, 4568-4575. [LINK]
52) "Expedited Screening of Active and Regioselective Catalysts for the Hydroformylation Reaction"
M.D. Wodrich, M. Busch, C. Corminboeuf
Helvetica Chimica Acta, 2018, 101, e1800107. [LINK]
51) "Axially Chiral Dibenzazepinones via a Pd(0)-Catalyzed Atropo-enantioselective C-H Arylation"
C.G. Newton, E. Branconi, J. Kuziola, M.D. Wodrich, N. Cramer
Angewandte Chemie International Edition, 2018, 57, 11040-11044. [LINK]
50) "Natural Inspirations for Metal-Ligand Cooperative Catalysis"
M.D. Wodrich, X. Hu
Nature Reviews Chemistry, 2018, 2, 0099. [LINK]
49) "Improving the Thermodynamic Profiles of Potential Suzuki-Miyaura Cross-Coupling Catalysts by Altering the Electrophilic Coupling Component"
M. Busch, M.D. Wodrich, C. Corminboeuf
ChemCatChem, 2018, 10, 1592-1597. [LINK]
48) "On the Generality of Molecular Volcano Plots"
M.D. Wodrich, B. Sawatlon, M. Busch, C. Corminboeuf
ChemCatChem, 2018, 10, 1586-1591. [LINK]
47) "One-Step Multigram-Scale Biomimetic Synthesis of Psguadial B"
C.G. Newton, D.N. Tran, M.D. Wodrich, N. Cramer
Angewandte Chemie International Edition, 2017, 56, 13776-13780. [LINK]
46) "A β-Carbon Elimination Strategy for Convenient in situ Access to Cyclopentadienyl Metal Complexes"
G. Smits, B. Audic, M.D. Wodrich, C. Corminboeuf, N. Cramer
Chemical Science, 2017, 8, 7174-7179. [LINK]
45) "A Generalized Picture of C-C Cross-Coupling"
M. Busch, M.D. Wodrich, C. Corminboeuf
ACS Catalysis, 2017, 7, 5643-5653. [LINK]
44) "Nickel Pincer Model of the Active Site of Lactate Racemase Involves Ligand Participation in Hydride Transfer"
T. Xu, M.D. Wodrich, R. Scopelliti, C. Corminboeuf, X. Hu
Proceedings of the National Academy of Sciences, 2017, 114, 1242-1245. [LINK]
43) "A Monometallic Iron(I) Organoferrate"
F.E. Zhurkin, M.D. Wodrich, X. Hu
Organometallics, 2017, 36, 499-501. [LINK]
42) "Room Temperature Decarboxylative Cyanation of Carboxylic Acids using Photoredox Catalysis and Cyanobenziodoxolones: A Divergent Mechanism Compared to Alkynylation"
F. Le Vaillant, M.D. Wodrich, J. Waser
Chemical Science, 2017, 8, 1790-1800. [LINK]
41) "Neutral Aminyl Radicals Derived from Azoimidazolium Dyes"
L.Y.M. Eymann, A.G. Tskhovrebov, A. Sienkiewicz, J.L. Bila, I. Zivkovic, H.M. Ronnow, M.D. Wodrich, L. Vannay, C. Corminboeuf, P. Pattison, E. Solari, R. Scopelliti, K. Severin
Journal of the American Chemical Society, 2016, 138, 15126-15129. [LINK]
40) "Accessing and Predicting the Kinetic Profiles of Homogeneous Catalysts from Volcano Plots"
M.D. Wodrich, M. Busch, C. Corminboeuf
Chemical Science, 2016, 7, 5723-5735. [LINK]
39) "A Functional Model of [Fe]-Hydrogenase"
T. Xu, C.-J.M. Yin, M.D. Wodrich, S. Mazza, K.M. Schultz, R. Scopelliti, X. Hu
Journal of the American Chemical Society, 2016, 138, 3270-3273. [LINK]
38) "Alkynylation of Thiols with Ethynylbenziodoxolone (EBX) Reagents: α- or β- π-Addition?"
M.D. Wodrich, P. Caramenti, J. Waser
Organic Letters, 2016, 18, 60-63. [LINK]
37) "Beyond Static Structures: Putting Forth REMD as a Tool to Solve Problems in Computational Organic Chemistry"
R. Petraglia, A. Nicolai, M.D. Wodrich, M. Ceriotti, C. Corminboeuf
Journal of Computational Chemistry, 2016, 37, 83-92. Festschrift in Memory of Paul von Ragué Schleyer. [LINK]
36) "Reconstitution of [Fe]-Hydrogenase using Model Complexes"
S. Shima, D. Chen, T. Xu, M.D. Wodrich, T. Fujishiro, K.M. Schultz, J. Kahnt, K. Ataka, X.L. Hu
Nature Chemistry, 2015, 7, 995-1002. [LINK]
35) "Linear Scaling Relationships and Volcano Plots in Homogeneous Catalysis - Revisiting the Suzuki Reaction"
M. Busch, M.D. Wodrich, C. Corminboeuf
Chemical Science, 2015, 6, 6754-6761. [LINK]
34) "Toward Functional Type III [Fe]-Hydrogenase Biomimics for H2 Activation: Insights from Computation"
K.A. Murray, M.D. Wodrich, X.L. Hu, C. Corminboeuf
Chemistry - A European Journal, 2015, 21, 3987-3996. [LINK]
33) "General and Practical Formation of Thiocyanates from Thiols"
R. Frei, T. Courant, M.D. Wodrich, J. Waser
Chemistry - A European Journal, 2015, 21, 2662-2668. [LINK]
32) "Iron Pincer Complexes as Catalysts and Intermediates in Alkyl-Aryl Kumada Coupling Reactions"
G. Bauer, M.D. Wodrich, R. Scopelliti, X.L. Hu
Organometallics, 2015, 34, 289-298. [LINK]
31) "Fast and Highly Chemoselective Alkynylation of Thiols with Hypervalent Iodine Reagents Enabled Through a Low Energy Barrier Concerted Mechanism"
R. Frei, M.D. Wodrich, D.P. Hari, P.-A. Borin, C. Chauvier, J. Waser
Journal of the American Chemical Society, 2014, 136, 16563-16573. [LINK]
30) "Ligand-Controlled Regiodivergent Pathways of Rhodium(III)-Catalyzed Dihydroisoquinolone Synthesis: Experimental and Computational Studies of Different Cyclopentadienyl Ligands"
M.D. Wodrich, B. Ye, J.F. Gonthier, C. Corminboeuf, N. Cramer
Chemistry - A European Journal, 2014, 20, 15409-15418. [LINK]
29) "Bimetallic Oxidative Addition in Nickel-Catalyzed Alkyl-Aryl Kumada Coupling Reactions"
J. Breitenfeld, M.D. Wodrich, X.L. Hu
Organometallics, 2014, 33, 5708-5715. [LINK]
28) "On the Viability of Heterolytic Peptide N-Cα Bond Cleavage in Electron Capture and Transfer Dissociation Mass Spectrometry"
M.D. Wodrich, K.O Zhurov, C. Corminboeuf, Y.O. Tsybin
Journal of Physical Chemistry B, 2014, 118, 2985-2992. [LINK]
27) "Ping-Pong Protons: How Hydrogen Bonding Networks Facilitate Heterolytic Bond Cleavages in Peptide Radical Cations"
K.O. Zhurov, M.D. Wodrich, C. Corminboeuf, Y.O. Tsybin
Journal of Physical Chemistry B, 2014, 118, 2628-2637. [LINK]
26) "Bimetallic Oxidative Addition Involving Radical Intermediates in Nickel-Catalyzed Alkyl-Alkyl Kumada Coupling Reactions"
J. Breitenfeld, J. Ruiz, M.D. Wodrich, X.L. Hu
Journal of the American Chemical Society, 2013, 135, 12004-12012. [LINK]
25) "Electronic Elements Governing the Binding of Small Molecules to a [Fe]-hydrogenase Mimic"
M.D. Wodrich, X.L. Hu
European Journal of Inorganic Chemistry, 2013, 3993-3999. [LINK]
24) "Principles of Electron Capture and Transfer Dissociation Mass Spectrometry Applied to Peptide and Protein Structure Analysis"
K.O. Zhurov, L. Fornelli, M.D. Wodrich, U.A. Laskay, Y.O. Tsybin
Chemical Society Reviews, 2013, 42, 5014-5030. [LINK]
23) "Heterocyclic N-Cα Bond Cleavage in Electron Capture and Transfer Dissociation of Peptide Cations"
M.D. Wodrich, K.O. Zhurov, A. Vorobyev, H. Ben Hamidane, C. Corminboeuf, Y.O. Tsybin
Journal of Physical Chemistry B, 2012, 116, 10807-10815. [LINK]
22) "Reply to Comment on Accurate Thermochemistry of Hydrocarbon Radicals via an Extended Generalized Bond Separation Reaction Scheme"
M.D. Wodrich, C. Corminboeuf, S.E. Wheeler
Journal of Physical Chemistry A, 2012, 116, 8794-8796. [LINK]
21) "Quantification of Fuzzy Chemical Concepts: A Computational Perspective"
J.F. Gonthier, S.N. Steinmann, M.D. Wodrich, C. Corminboeuf
Chemical Society Reviews 2012, 41, 4671-4687. [LINK]
20) "Accurate Thermochemistry of Hydrocarbon Radicals via an Extended Generalized Bond Separation Reaction Scheme"
M.D. Wodrich, C. Corminboeuf, S.E. Wheeler
Journal of Physical Chemistry A, 2012, 116, 3436-3447. [LINK]
19) "Structure-Correlation Principles Connecting Ground State Properties and Reaction Barrier Heights for the Cope Rearrangement of Semibullvalenes"
D.F. Jana, M.D. Wodrich, C. Corminboeuf
Journal of Organic Chemistry, 2012, 77, 2548-2552. [LINK]
18) "Sequential N-O and N-N Bond Cleavage of N-Heterocyclic Carbene-Activated Nitrous Oxide with a Vanadium Complex"
A.G. Tskhovrebov, E. Solari, M.D. Wodrich, R. Scopelliti, K. Severin
Journal of the American Chemical Society, 2012, 134, 1471-1473. [LINK]
17) "Covalent Capture of Nitrous Oxide by N-Heterocyclic Carbenes"
A.G. Tskhovrebov, E. Solari, M.D. Wodrich, R. Scopelliti, K. Severin
Angewandte Chemie International Edition, 2012, 51, 232-234. [LINK]
16) "On the Advantages of Hydrocarbon Radical Stabilization Energies Based on R-H Bond Dissociation Energies"
M.D. Wodrich, W.C. McKee, P.v.R. Schleyer
Journal of Organic Chemistry, 2011, 76, 2439-2447. [LINK]
15) "Overcoming Systematic DFT Errors for Hydrocarbon Reaction Energies"
S.N. Steinmann, M.D. Wodrich, C. Corminboeuf
Theoretical Chemistry Accounts, 2010, 127, 429-442. [LINK]
14) "Branched Alkanes Have Contrasting Stabilities"
J.F. Gonthier, M.D. Wodrich, S.N. Steinmann, C. Corminboeuf
Organic Letters, 2010, 12, 3070-3073. [LINK]
13) "How Strained are Carbomeric-Cycloalkanes?"
M.D. Wodrich, J.F. Gonthier, S.N. Steinmann, C. Corminboeuf
Journal of Physical Chemistry A, 2010, 114, 6705-6712. [LINK]
12) "Reaction Enthalpies Using the Neural-Network Based X1 Approach: The Important Choice of Input Descriptors"
M.D. Wodrich, C. Corminboeuf
Journal of Physical Chemistry A, 2009, 113, 3285-3290. [LINK]
11) "1,1'-Bi(trishomobarrelenyl) Synthesis and Chiroptic Properties"
A. de Meijere, K. Rauch, B. Schrader, F. Brackmann, R. Pfoh, S. Ruhl, Y. Katoh, Y. Okamoto, M.D. Wodrich, C. Corminboeuf, P.R. Schreiner
European Journal of Organic Chemistry, 2009, 1048-1052. [LINK]
10) "What Governs Nitrogen Configuration in Substituted Aminophosphines?"
M.D. Wodrich, A. Vargas, P.Y. Morgantini, G. Merino, C. Corminboeuf
Journal of Physical Organic Chemistry, 2009, 22, 101-109. [LINK]
9) "Empirical Corrections to Density Functional Theory Highlight the Importance of Nonbonded Intramolecular Interactions in Alkanes"
M.D. Wodrich, D.F. Jana, P.v.R. Schleyer, C. Corminboeuf
Journal of Physical Chemistry A, 2008, 112, 11495-11500. [LINK]
8) "Effects of Halogen Substitution on the Properties of Eight- and Nine-Vertex Closo-Boranes"
C. Corminboeuf, M.D. Wodrich, R.B. King, P.v.R. Schleyer
Dalton Transactions, 2008, 1745-1751. [LINK]
7) "How Accurate are DFT Treatments of Organic Energies?"
M.D. Wodrich, C. Corminboeuf, P.R. Schreiner, A.A. Fokin, P.v.R. Schleyer
Organic Letters, 2007, 9, 1851-1854. [LINK]
6) "The Concept of Protobranching and its Many Paradigm Shifting Implications for Energy Evaluations"
M.D. Wodrich, C.S. Wannere, Y. Mo, P.D. Jarowski, K.N. Houk, P.v.R. Schleyer
Chemistry - A European Journal, 2007, 13, 7731-7744. [LINK]
5) "Double Aromaticity in Monocyclic Carbon, Boron, and Borocarbon Rings Based on Magnetic Criteria"
M.D. Wodrich, C. Corminboeuf, S.S. Park, P.v.R. Schleyer
Chemistry - A European Journal, 2007, 13, 4582-4593. [LINK]
4) "Systematic Errors in Computed Alkane Energies using B3LYP and Other Popular DFT Functionals"
M.D. Wodrich, C. Corminboeuf, P.v.R. Schleyer
Organic Letters, 2006, 8, 3631-3634. [LINK]
3) "New Additivity Schemes for Hydrocarbon Energies"
M.D. Wodrich, P.v.R. Schleyer
Organic Letters, 2006, 8, 2135-2138. [LINK]
2) "Evidence for d Orbital Aromaticity in Square Planar Coinage Metal Clusters"
C.S. Wannere, C. Corminboeuf, Z.X. Wang, M.D. Wodrich, R.B. King, P.v.R. Schleyer
Journal of the American Chemical Society, 2005, 127, 5701-5705. [LINK]
1) "How Large is the Conjugative Stabilization of Diynes?"
P.D. Jarowski, M.D. Wodrich, C.S. Wannere, P.v.R. Schleyer, K.N. Houk
Journal of the American Chemical Society, 2004, 126, 15036-15037. [LINK]
Professional course
Senior Scientist (RTA)
Institute of Chemical Sciences and Engineering
Ecole Polytechnique Fédérale de Lausanne
8/2019 - present
Scientist
Institute of Chemical Sciences and Engineering
Ecole Polytechnique Fédérale de Lausanne
1/2015 - 7/2019
Postdoctoral Researcher
Institute of Chemical Sciences and Engineering
Ecole Polytechnique Fédérale de Lausanne
4/2011 - 12/2014
Postdoctoral Researcher
School of Chemistry and Biochemistry
University of Geneva
5/2009 - 3/2011
Postdoctoral Researcher
Institute of Chemical Sciences and Engineering
Ecole Polytechnique Fédérale de Lausanne
9/2007-3/2009
Visiting Scholar
Institute for Organic Chemistry/Center for Computational Chemistry
Justus-Liebig-Universität Gießen/University of Georgia
1/2007-8/2007
Education
Ph.D.
Physical/Computational Organic Chemistry (w/ P.v.R. Schleyer)
University of Georgia
12/2006
B.S.
Biochemistry
University of Arizona
5/2002
B.A.
Chemistry
University of Arizona
5/2002
Teaching & PhD
Teaching
Chemistry and Chemical Engineering