Bioinspired design of redox-active ligands for multielectron catalysis: Effects of positioning pyrazine reservoirs on cobalt for electro- and photocatalytic generation of hydrogen from water

Jurss, Jonah W.; Khnayzer, Rony S.; Panetier, Julien A.; El Roz, Karim A.; Nichols, Eva M.; Head-Gordon, Martin; Long, Jeffrey R.; Castellano, Felix N.; Chang, Christopher J.

doi:10.1039/C5SC01414J

Title: Bioinspired design of redox-active ligands for multielectron catalysis: Effects of positioning pyrazine reservoirs on cobalt for electro- and photocatalytic generation of hydrogen from water

Journal Article · Tue Jun 09 00:00:00 EDT 2015 · Chemical Science

DOI:https://doi.org/10.1039/C5SC01414J· OSTI ID:1214425

Jurss, Jonah W. ^[1]; Khnayzer, Rony S. ^[2]; Panetier, Julien A. ^[3]; El Roz, Karim A. ^[4]; Nichols, Eva M. ^[5]; Head-Gordon, Martin ^[5]; Long, Jeffrey R. ^[5]; Castellano, Felix N. ^[4]; Chang, Christopher J. ^[5]

Univ. of California, Berkeley, CA (United States); Univ. of Mississippi, University, MS (United States); Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
North Carolina State Univ., Raleigh, NC (United States); Lebanese American Univ., Beirut (Lebanon)
Univ. of California, Berkeley, CA (United States); Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
North Carolina State Univ., Raleigh, NC (United States)
Univ. of California, Berkeley, CA (United States); Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)

Here, mononuclear metalloenzymes in nature can function in cooperation with precisely positioned redox-active organic cofactors in order to carry out multielectron catalysis. Inspired by the finely tuned redox management of these bioinorganic systems, we present the design, synthesis, and experimental and theoretical characterization of a homologous series of cobalt complexes bearing redox-active pyrazines. These donor moieties are locked into key positions within a pentadentate ligand scaffold in order to evaluate the effects of positioning redox non-innocent ligands on hydrogen evolution catalysis. Both metal- and ligand-centered redox features are observed in organic as well as aqueous solutions over a range of pH values, and comparison with analogs bearing redox-inactive zinc(II) allows for assignments of ligand-based redox events. Varying the geometric placement of redox non-innocent pyrazine donors on isostructural pentadentate ligand platforms results in marked effects on observed cobalt-catalyzed proton reduction activity. Electrocatalytic hydrogen evolution from weak acids in acetonitrile solution, under diffusion-limited conditions, reveals that the pyrazine donor of axial isomer 1-Co behaves as an unproductive electron sink, resulting in high overpotentials for proton reduction, whereas the equatorial pyrazine isomer complex 2-Co is significantly more active for hydrogen generation at lower voltages. Addition of a second equatorial pyrazine in complex 3-Co further minimizes overpotentials required for catalysis. The equatorial derivative 2-Co is also superior to its axial 1-Co congener for electrocatalytic and visible-light photocatalytic hydrogen generation in biologically relevant, neutral pH aqueous media. Density functional theory calculations (B3LYP-D2) indicate that the first reduction of catalyst isomers 1-Co, 2-Co, and 3-Co is largely metal-centered while the second reduction occurs at pyrazine. Taken together, the data establish that proper positioning of non-innocent pyrazine ligands on a single cobalt center is indeed critical for promoting efficient hydrogen catalysis in aqueous media, akin to optimally positioned redox-active cofactors in metalloenzymes. In a broader sense, these findings highlight the significance of electronic structure considerations in the design of effective electron–hole reservoirs for multielectron transformations.

View Accepted Manuscript (DOE)

Cite

Export

Save

Research Organization:: Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: AC02-05CH11231; SC0004993; CHE-1012487; CHE-1111900; 101528-002

OSTI ID:: 1214425

Journal Information:: Chemical Science, Vol. 6, Issue 8; ISSN 2041-6520

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

Citation Metrics:

Cited by: 86 works

Citation information provided by
Web of Science

References (162)

An unexpected role of the monodentate ligand in photocatalytic hydrogen production of the pentadentate ligand-based cobalt complexes Xie, Jingfan; Zhou, Qianxiong; Li, Chao Chemical Communications, Vol. 50, Issue 49 https://doi.org/10.1039/c4cc01471e	journal	January 2014
Nonclassical oxygen atom transfer reactions of oxomolybdenum(vi) bis(catecholate) Marshall-Roth, Travis; Liebscher, Sean C.; Rickert, Karl Chemical Communications, Vol. 48, Issue 63 https://doi.org/10.1039/c2cc33523a	journal	January 2012
Biology and technology for photochemical fuel production Hambourger, Michael; Moore, Gary F.; Kramer, David M. Chem. Soc. Rev., Vol. 38, Issue 1 https://doi.org/10.1039/B800582F	journal	January 2009
High-valent iron in chemical and biological oxidations Groves, John T. Journal of Inorganic Biochemistry, Vol. 100, Issue 4 https://doi.org/10.1016/j.jinorgbio.2006.01.012	journal	April 2006
Parallelization of photocatalytic gas-producing reactions Khnayzer, Rony S.; Martin, Douglas R.; Codding, Charles L. Review of Scientific Instruments, Vol. 86, Issue 3 https://doi.org/10.1063/1.4915349	journal	March 2015
Mechanism of H ₂ Evolution from a Photogenerated Hydridocobaloxime Dempsey, Jillian L.; Winkler, Jay R.; Gray, Harry B. Journal of the American Chemical Society, Vol. 132, Issue 47 https://doi.org/10.1021/ja109351h	journal	December 2010
Copper amine oxidase: cunning cofactor and controversial copper Dawkes, H. Current Opinion in Structural Biology, Vol. 11, Issue 6 https://doi.org/10.1016/S0959-440X(01)00270-6	journal	December 2001
Cobaloximes as Functional Models for Hydrogenases. 2. Proton Electroreduction Catalyzed by Difluoroborylbis(dimethylglyoximato)cobalt(II) Complexes in Organic Media Baffert, Carole; Artero, Vincent; Fontecave, Marc Inorganic Chemistry, Vol. 46, Issue 5 https://doi.org/10.1021/ic061625m	journal	March 2007
Efficient photo-driven hydrogen evolution by binuclear nickel catalysts of different coordination in noble-metal-free systems Cui, Hong-hua; Wang, Jin-yun; Hu, Ming-qiang Dalton Transactions, Vol. 42, Issue 24 https://doi.org/10.1039/c3dt50140j	journal	January 2013
Synthesis, Characterization, and Multielectron Reduction Chemistry of Uranium Supported by Redox-Active α-Diimine Ligands Kraft, Steven J.; Williams, Ursula J.; Daly, Scott R. Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic2002805	journal	October 2011
Splitting Water with Cobalt Artero, Vincent; Chavarot-Kerlidou, Murielle; Fontecave, Marc Angewandte Chemie International Edition, Vol. 50, Issue 32 https://doi.org/10.1002/anie.201007987	journal	July 2011
Tyrosine-Derived Quinone Cofactors Mure, Minae Accounts of Chemical Research, Vol. 37, Issue 2 https://doi.org/10.1021/ar9703342	journal	February 2004
Noninnocence in Metal Complexes: A Dithiolene Dawn Eisenberg, Richard; Gray, Harry B. Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic2011748	journal	October 2011
Cobalt Corrole Catalyst for Efficient Hydrogen Evolution Reaction from H ₂ O under Ambient Conditions: Reactivity, Spectroscopy, and Density Functional Theory Calculations Mondal, Biswajit; Sengupta, Kushal; Rana, Atanu Inorganic Chemistry, Vol. 52, Issue 6 https://doi.org/10.1021/ic4000473	journal	February 2013
Electrochemical generation of hydrogen from acetic acid using a molecular molybdenum–oxo catalyst Thoi, V. Sara; Karunadasa, Hemamala I.; Surendranath, Yogesh Energy & Environmental Science, Vol. 5, Issue 7 https://doi.org/10.1039/c2ee21519e	journal	January 2012
Iron-Only Hydrogenase Mimics. Thermodynamic Aspects of the Use of Electrochemistry to Evaluate Catalytic Efficiency for Hydrogen Generation Felton, Greg A. N.; Glass, Richard S.; Lichtenberger, Dennis L. Inorganic Chemistry, Vol. 45, Issue 23 https://doi.org/10.1021/ic060984e	journal	November 2006
Computational Study of Anomalous Reduction Potentials for Hydrogen Evolution Catalyzed by Cobalt Dithiolene Complexes Solis, Brian H.; Hammes-Schiffer, Sharon Journal of the American Chemical Society, Vol. 134, Issue 37 https://doi.org/10.1021/ja306857q	journal	September 2012
Molecular Cobalt Pentapyridine Catalysts for Generating Hydrogen from Water Sun, Yujie; Bigi, Julian P.; Piro, Nicholas A. Journal of the American Chemical Society, Vol. 133, Issue 24 https://doi.org/10.1021/ja202743r	journal	June 2011
Electrocatalytic reduction of protons to hydrogen by a water-compatible cobalt polypyridyl platform Bigi, Julian P.; Hanna, Tamara E.; Harman, W. Hill Chem. Commun., Vol. 46, Issue 6 https://doi.org/10.1039/B915846D	journal	January 2010
Iron( ii ) and cobalt( ii ) complexes of tris-azinyl analogues of 2,2′:6′,2′′-terpyridine Kershaw Cook, Laurence J.; Tuna, Floriana; Halcrow, Malcolm A. Dalton Trans., Vol. 42, Issue 6 https://doi.org/10.1039/C2DT31736B	journal	January 2013
Dual Electron Uptake by Simultaneous Iron and Ligand Reduction in an N-Heterocyclic Carbene Substituted [FeFe] Hydrogenase Model Compound Tye, Jesse W.; Lee, Jonghyuk; Wang, Hsiao-Wan Inorganic Chemistry, Vol. 44, Issue 16 https://doi.org/10.1021/ic050402d	journal	August 2005
Solar Energy Supply and Storage for the Legacy and Nonlegacy Worlds Cook, Timothy R.; Dogutan, Dilek K.; Reece, Steven Y. Chemical Reviews, Vol. 110, Issue 11 https://doi.org/10.1021/cr100246c	journal	November 2010
Advances in molecular quantum chemistry contained in the Q-Chem 4 program package Shao, Yihan; Gan, Zhengting; Epifanovsky, Evgeny Molecular Physics, Vol. 113, Issue 2 https://doi.org/10.1080/00268976.2014.952696	journal	September 2014
Powering the planet with solar fuel Gray, Harry B. Nature Chemistry, Vol. 1, Issue 1 https://doi.org/10.1038/nchem.141	journal	April 2009
Photoelectron spectroscopy of pyrazine anion clusters Song, Jae Kyu; Lee, Nam Ki; Kim, Seong Keun The Journal of Chemical Physics, Vol. 117, Issue 4 https://doi.org/10.1063/1.1488923	journal	July 2002
A tridentate Ni pincer for aqueous electrocatalytic hydrogen production Luca, Oana R.; Konezny, Steven J.; Blakemore, James D. New Journal of Chemistry, Vol. 36, Issue 5 https://doi.org/10.1039/c2nj20912h	journal	January 2012
Mononuclear iron hydrogenase Dey, Subal; Das, Pradip K.; Dey, Abhishek Coordination Chemistry Reviews, Vol. 257, Issue 1 https://doi.org/10.1016/j.ccr.2012.04.021	journal	January 2013
Metalloenzyme-Inspired Catalysis: Selective Oxidation of Primary Alcohols with an Iridium–Aminyl-Radical Complex Königsmann, Martin; Donati, Nicola; Stein, Daniel Angewandte Chemie International Edition, Vol. 46, Issue 19 https://doi.org/10.1002/anie.200605170	journal	May 2007
Electrocatalytic Hydrogen Evolution in Acidic Water with Molecular Cobalt Tetraazamacrocycles McCrory, Charles C. L.; Uyeda, Christopher; Peters, Jonas C. Journal of the American Chemical Society, Vol. 134, Issue 6 https://doi.org/10.1021/ja210661k	journal	February 2012
Redox-active ligands in catalysis Luca, Oana R.; Crabtree, Robert H. Chem. Soc. Rev., Vol. 42, Issue 4 https://doi.org/10.1039/C2CS35228A	journal	January 2013
Characterization of Noninnocent Metal Complexes Using Solid-State NMR Spectroscopy: o -Dioxolene Vanadium Complexes Chatterjee, Pabitra B.; Goncharov-Zapata, Olga; Quinn, Laurence L. Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic200046k	journal	October 2011
Complexes of earth-abundant metals for catalytic electrochemical hydrogen generation under aqueous conditions Thoi, V. Sara; Sun, Yujie; Long, Jeffrey R. Chem. Soc. Rev., Vol. 42, Issue 6 https://doi.org/10.1039/C2CS35272A	journal	January 2013
Hydrogen Generation Catalyzed by Fluorinated Diglyoxime–Iron Complexes at Low Overpotentials Rose, Michael J.; Gray, Harry B.; Winkler, Jay R. Journal of the American Chemical Society, Vol. 134, Issue 20 https://doi.org/10.1021/ja300534r	journal	May 2012
Rapid Water Reduction to H ₂ Catalyzed by a Cobalt Bis(iminopyridine) Complex Stubbert, Bryan D.; Peters, Jonas C.; Gray, Harry B. Journal of the American Chemical Society, Vol. 133, Issue 45 https://doi.org/10.1021/ja2078015	journal	November 2011
Protein Radicals in Enzyme Catalysis Stubbe, JoAnne; van der Donk, Wilfred A. Chemical Reviews, Vol. 98, Issue 2 https://doi.org/10.1021/cr9400875	journal	April 1998
The Electronic Structures of Square-Planar Metal Complexes. V. Spectral Properties of the Maleonitriledithiolate Complexes of Nickel, Palladium, and Platinum Shupack, S. I.; Billig, E.; Clark, R. J. H. Journal of the American Chemical Society, Vol. 86, Issue 21 https://doi.org/10.1021/ja01075a016	journal	November 1964
The Crystal Structure of an [Fe]-Hydrogenase-Substrate Complex Reveals the Framework for H ₂ Activation Hiromoto, Takeshi; Warkentin, Eberhard; Moll, Johanna Angewandte Chemie International Edition, Vol. 48, Issue 35 https://doi.org/10.1002/anie.200902695	journal	August 2009
Electron Paramagnetic Resonance Studies of the Electronic Structures of Bis(maleonitriledithiolato)copper(II), -nickel(III), -cobalt(II), and -rhodium(II) Complexes Maki, A. H.; Edelstein, N.; Davison, A. Journal of the American Chemical Society, Vol. 86, Issue 21 https://doi.org/10.1021/ja01075a013	journal	November 1964
Coordination compounds with delocalized ground states. Transition metal derivatives of dithiodiketones and ethylene-1,2-dithiolates (metal dithienes) Schrauzer, Gerhard N. Accounts of Chemical Research, Vol. 2, Issue 3 https://doi.org/10.1021/ar50015a002	journal	March 1969
Mechanism of the Electrocatalytic Reduction of Protons with Diaryldithiolene Cobalt Complexes Letko, Christopher S.; Panetier, Julien A.; Head-Gordon, Martin Journal of the American Chemical Society, Vol. 136, Issue 26 https://doi.org/10.1021/ja5019755	journal	June 2014
Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density Lee, Chengteh; Yang, Weitao; Parr, Robert G. Physical Review B, Vol. 37, Issue 2 https://doi.org/10.1103/PhysRevB.37.785	journal	January 1988
Free Radical Catalysis by Galactose Oxidase Whittaker, James W. Chemical Reviews, Vol. 103, Issue 6 https://doi.org/10.1021/cr020425z	journal	June 2003
Synthesis and properties of pentaamminepyridineruthenium(II) and related pentaammineruthenium complexes of aromatic nitrogen heterocycles Ford, Peter C.; Rudd, DeForest P.; Gaunder, R. Journal of the American Chemical Society, Vol. 90, Issue 5 https://doi.org/10.1021/ja01007a015	journal	February 1968
Redox-Active Ligands and Organic Radical Chemistry Zhu, Di; Thapa, Indira; Korobkov, Ilia Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic2002145	journal	October 2011
Photocatalytic generation of hydrogen from water using a cobalt pentapyridine complex in combination with molecular and semiconductor nanowire photosensitizers Sun, Yujie; Sun, Jianwei; Long, Jeffrey R. Chem. Sci., Vol. 4, Issue 1 https://doi.org/10.1039/C2SC21163G	journal	January 2013
The Hydrophilic Phosphatriazaadamantane Ligand in the Development of H ₂ Production Electrocatalysts: Iron Hydrogenase Model Complexes Mejia-Rodriguez, Rosario; Chong, Daesung; Reibenspies, Joseph H. Journal of the American Chemical Society, Vol. 126, Issue 38 https://doi.org/10.1021/ja039394v	journal	September 2004
Electrochemistry of Macrocyclic Cobalt(III/II) Hexaamines: Electrocatalytic Hydrogen Evolution in Aqueous Solution Bernhardt, Paul V.; Jones, Lathe A. Inorganic Chemistry, Vol. 38, Issue 22 https://doi.org/10.1021/ic981425d	journal	November 1999
Efficient synthesis of pentakis- and tris(pyridine) ligands Ünal, E. Alper; Wiedemann, Dennis; Seiffert, Josef Tetrahedron Letters, Vol. 53, Issue 1 https://doi.org/10.1016/j.tetlet.2011.10.131	journal	January 2012
Quantum Theory of Many-Particle Systems. I. Physical Interpretations by Means of Density Matrices, Natural Spin-Orbitals, and Convergence Problems in the Method of Configurational Interaction Löwdin, Per-Olov Physical Review, Vol. 97, Issue 6 https://doi.org/10.1103/PhysRev.97.1474	journal	March 1955
Electronic Structure of 2,2′-Bipyridine Organotransition-Metal Complexes. Establishing the Ligand Oxidation Level by Density Functional Theoretical Calculations Scarborough, Christopher C.; Wieghardt, Karl Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic2005419	journal	October 2011
A Synthetic Nickel Electrocatalyst with a Turnover Frequency Above 100,000 s^-1 for H₂ Production Helm, M. L.; Stewart, M. P.; Bullock, R. M. Science, Vol. 333, Issue 6044, p. 863-866 https://doi.org/10.1126/science.1205864	journal	August 2011
A Unifying Structural and Electronic Concept for Hmd and [FeFe] Hydrogenase Active Sites Stiebritz, Martin T.; Reiher, Markus Inorganic Chemistry, Vol. 49, Issue 13 https://doi.org/10.1021/ic902529c	journal	July 2010
Electrochemical and photochemical investigations of two novel electron relays for hydrogen generation from water Houlding, Virginia; Geiger, Thomas; Kölle, Ulrich J. Chem. Soc., Chem. Commun., Issue 12 https://doi.org/10.1039/C39820000681	journal	January 1982
The roles of the first and second coordination spheres in the design of molecular catalysts for H ₂ production and oxidation Rakowski DuBois, M.; DuBois, Daniel L. Chem. Soc. Rev., Vol. 38, Issue 1 https://doi.org/10.1039/B801197B	journal	January 2009
Re-Face Stereospecificity of Methylenetetrahydromethanopterin and Methylenetetrahydrofolate Dehydrogenases is Predetermined by Intrinsic Properties of the Substrate Bartoschek, Stefan; Buurman, Gerrit; Thauer, Rudolf K. ChemBioChem, Vol. 2, Issue 7-8 https://doi.org/10.1002/1439-7633(20010803)2:7/8<530::AID-CBIC530>3.0.CO;2-0	journal	July 2001
Boron-Capped Tris(glyoximato) Cobalt Clathrochelate as a Precursor for the Electrodeposition of Nanoparticles Catalyzing H ₂ Evolution in Water Anxolabéhère-Mallart, Elodie; Costentin, Cyrille; Fournier, Maxime Journal of the American Chemical Society, Vol. 134, Issue 14 https://doi.org/10.1021/ja301134e	journal	March 2012
Cobalt-dithiolene complexes for the photocatalytic and electrocatalytic reduction of protons in aqueous solutions McNamara, W. R.; Han, Z.; Yin, C. -J. Proceedings of the National Academy of Sciences, Vol. 109, Issue 39 https://doi.org/10.1073/pnas.1120757109	journal	June 2012
Cobalt(I) porphyrin catalysts of hydrogen production from water Kellett, Richard M.; Spiro, Thomas G. Inorganic Chemistry, Vol. 24, Issue 15 https://doi.org/10.1021/ic00209a011	journal	July 1985
Diiron azadithiolates with hydrophilic phosphatriazaadamantane ligand as iron-only hydrogenase active site models: Synthesis, structure, and electrochemical study Wang, Zhen; Liu, Jianhui; He, Chengjiang Inorganica Chimica Acta, Vol. 360, Issue 7 https://doi.org/10.1016/j.ica.2006.12.008	journal	May 2007
The Myth of Nickel(III) and Nickel(IV) in Planar Complexes ¹ Stiefel, Edward I.; Waters, James H.; Billig, E. Journal of the American Chemical Society, Vol. 87, Issue 13 https://doi.org/10.1021/ja01091a047	journal	July 1965
Sulfanyl stabilization of copper-bonded phenoxyls in model complexes and galactose oxidase Verma, P.; Pratt, R. C.; Storr, T. Proceedings of the National Academy of Sciences, Vol. 108, Issue 46 https://doi.org/10.1073/pnas.1109931108	journal	November 2011
Semiempirical GGA-type density functional constructed with a long-range dispersion correction Grimme, Stefan Journal of Computational Chemistry, Vol. 27, Issue 15, p. 1787-1799 https://doi.org/10.1002/jcc.20495	journal	January 2006
Electrocatalytic hydrogen evolution from neutral water by molecular cobalt tripyridine–diamine complexes Zhang, Peili; Wang, Mei; Gloaguen, Frederic Chemical Communications, Vol. 49, Issue 82 https://doi.org/10.1039/c3cc43491e	journal	January 2013
Iron hydrogenase active site mimics in supramolecular systems aiming for light-driven hydrogen production Sun, L.; Akermark, B.; Ott, S. Coordination Chemistry Reviews, Vol. 249, Issue 15-16 https://doi.org/10.1016/j.ccr.2005.01.013	journal	August 2005
Theoretical Perspective on the Structure and Mechanism of Cytochrome P450 Enzymes ^† Shaik, Sason; Kumar, Devesh; de Visser, Samuël P. Chemical Reviews, Vol. 105, Issue 6 https://doi.org/10.1021/cr030722j	journal	June 2005
Predetermined Helical Chirality in Octahedral Complexes with a Novel PentadentateC2-Symmetrical Chiral Bis(oxazoline) Ligand Seitz, Michael; Kaiser, Anja; Powell, Douglas R. Advanced Synthesis & Catalysis, Vol. 346, Issue 7 https://doi.org/10.1002/adsc.200404020	journal	June 2004
Chemical approaches to artificial photosynthesis Meyer, Thomas J. Accounts of Chemical Research, Vol. 22, Issue 5 https://doi.org/10.1021/ar00161a001	journal	May 1989
Electrocatalytic reduction of carbon dioxide by using macrocycles of nickel and cobalt Fisher, Barbara J.; Eisenberg, Richard Journal of the American Chemical Society, Vol. 102, Issue 24, p. 7361-7363 https://doi.org/10.1021/ja00544a035	journal	September 1980
Transition-metal complexes with sulfur ligands. 62. Hydrogen evolution upon reaction of protons with sulfur-coordinated iron(II) complexes. Investigation of the proton, hydrogen and hydride interactions with iron 1,2-benzenedithiolate complexes Sellmann, Dieter; Geck, Michael; Moll, Matthias Journal of the American Chemical Society, Vol. 113, Issue 14 https://doi.org/10.1021/ja00014a019	journal	July 1991
Small molecule mimics of hydrogenases: hydrides and redox Gloaguen, Frédéric; Rauchfuss, Thomas B. Chem. Soc. Rev., Vol. 38, Issue 1 https://doi.org/10.1039/B801796B	journal	January 2009
Preface: Forum on Redox-Active Ligands Chirik, Paul J. Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic201881k	journal	October 2011
Structural and Functional Analogues of the Active Sites of the [Fe]-, [NiFe]-, and [FeFe]-Hydrogenases ^† Tard, Cédric; Pickett, Christopher J. Chemical Reviews, Vol. 109, Issue 6 https://doi.org/10.1021/cr800542q	journal	June 2009
A smooth, nonsingular, and faithful discretization scheme for polarizable continuum models: The switching/Gaussian approach Lange, Adrian W.; Herbert, John M. The Journal of Chemical Physics, Vol. 133, Issue 24 https://doi.org/10.1063/1.3511297	journal	December 2010
3d Element Complexes of Pentadentate Bipyridine-Pyridine-Based Ligand Scaffolds: Structures and Photocatalytic Activities Bachmann, Cyril; Guttentag, Miguel; Spingler, Bernhard Inorganic Chemistry, Vol. 52, Issue 10 https://doi.org/10.1021/ic4004017	journal	April 2013
Homogeneous Catalysis of Electrochemical Hydrogen Evolution by Iron(0) Porphyrins Bhugun, Iqbal; Lexa, Doris; Savéant, Jean-Michel Journal of the American Chemical Society, Vol. 118, Issue 16 https://doi.org/10.1021/ja954326x	journal	January 1996
Recent advances in phenoxyl radical complexes of salen-type ligands as mixed-valent galactose oxidase models Lyons, Christopher T.; Stack, T. Daniel P. Coordination Chemistry Reviews, Vol. 257, Issue 2 https://doi.org/10.1016/j.ccr.2012.06.003	journal	January 2013
Property-optimized Gaussian basis sets for molecular response calculations Rappoport, Dmitrij; Furche, Filipp The Journal of Chemical Physics, Vol. 133, Issue 13 https://doi.org/10.1063/1.3484283	journal	October 2010
Powering the planet: Chemical challenges in solar energy utilization Lewis, N. S.; Nocera, D. G. Proceedings of the National Academy of Sciences, Vol. 103, Issue 43, p. 15729-15735 https://doi.org/10.1073/pnas.0603395103	journal	October 2006
Robust Cuprous Phenanthroline Sensitizer for Solar Hydrogen Photocatalysis Khnayzer, Rony S.; McCusker, Catherine E.; Olaiya, Babatunde S. Journal of the American Chemical Society, Vol. 135, Issue 38 https://doi.org/10.1021/ja407816f	journal	September 2013
Metal-Stabilized Thiyl Radicals as Scaffolds for Reversible Alkene Addition via C–S Bond Formation/Cleavage Ouch, Kagna; Mashuta, Mark S.; Grapperhaus, Craig A. Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic200416y	journal	October 2011
Non-Innocent Ligands: New Opportunities in Iron Catalysis Blanchard, Sébastien; Derat, Etienne; Desage-El Murr, Marine European Journal of Inorganic Chemistry, Vol. 2012, Issue 3 https://doi.org/10.1002/ejic.201100985	journal	December 2011
Electrocatalytic properties of (tetraazacyclotetradecane)nickel(2+) and Ni2(biscyclam)4+ with respect to carbon dioxide and water reduction Collin, Jean Paul; Jouaiti, Abdelaziz; Sauvage, Jean Pierre Inorganic Chemistry, Vol. 27, Issue 11 https://doi.org/10.1021/ic00284a030	journal	June 1988
Catalytic proton reduction with transition metal complexes of the redox-active ligand bpy2PYMe Nippe, Michael; Khnayzer, Rony S.; Panetier, Julien A. Chemical Science, Vol. 4, Issue 10 https://doi.org/10.1039/c3sc51660a	journal	January 2013
Tale of a Twist: Magnetic and Optical Switching in Copper(II) Semiquinone Complexes Verma, Pratik; Weir, John; Mirica, Liviu Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic200958g	journal	October 2011
Cobalt-catalyzed evolution of molecular hydrogen Connolly, Philip; Espenson, James H. Inorganic Chemistry, Vol. 25, Issue 16 https://doi.org/10.1021/ic00236a006	journal	July 1986
Symmetric versus asymmetric discretization of the integral equations in polarizable continuum solvation models Lange, Adrian W.; Herbert, John M. Chemical Physics Letters, Vol. 509, Issue 1-3 https://doi.org/10.1016/j.cplett.2011.04.092	journal	June 2011
Mechanism of post-translational quinone formation in copper amine oxidases and its relationship to the catalytic turnover DuBois, Jennifer L.; Klinman, Judith P. Archives of Biochemistry and Biophysics, Vol. 433, Issue 1 https://doi.org/10.1016/j.abb.2004.08.036	journal	January 2005
Recent progress in electrochemical hydrogen production with earth-abundant metal complexes as catalysts Wang, Mei; Chen, Lin; Sun, Licheng Energy & Environmental Science, Vol. 5, Issue 5 https://doi.org/10.1039/c2ee03309g	journal	January 2012
LOBA: a localized orbital bonding analysis to calculate oxidation states, with application to a model water oxidation catalyst Thom, Alex J. W.; Sundstrom, Eric J.; Head-Gordon, Martin Physical Chemistry Chemical Physics, Vol. 11, Issue 47 https://doi.org/10.1039/b915364k	journal	January 2009
A geometric approach to direct minimization Van Voorhis, Troy; Head-Gordon, Martin Molecular Physics, Vol. 100, Issue 11 https://doi.org/10.1080/00268970110103642	journal	June 2002
Properties and reactivity of some pentacyanoferrate(II) complexes of aromatic nitrogen heterocycles Toma, Henrique E.; Malin, John M. Inorganic Chemistry, Vol. 12, Issue 5 https://doi.org/10.1021/ic50123a013	journal	May 1973
Redox-Active Ligands in Catalysis Praneeth, Vijayendran K. K.; Ringenberg, Mark R.; Ward, Thomas R. Angewandte Chemie International Edition, Vol. 51, Issue 41 https://doi.org/10.1002/anie.201204100	journal	September 2012
Vibrational Markers for the Open-Shell Character of Transition Metal Bis-dithiolenes: An Infrared, Resonance Raman, and Quantum Chemical Study Petrenko, Taras; Ray, Kallol; Wieghardt, Karl E. Journal of the American Chemical Society, Vol. 128, Issue 13 https://doi.org/10.1021/ja0578451	journal	April 2006
A Cobalt–Dithiolene Complex for the Photocatalytic and Electrocatalytic Reduction of Protons McNamara, William R.; Han, Zhiji; Alperin, Paul J. Journal of the American Chemical Society, Vol. 133, Issue 39 https://doi.org/10.1021/ja207842r	journal	October 2011
Oxidation and Reduction of Bis(imino)pyridine Iron Dicarbonyl Complexes Tondreau, Aaron M.; Milsmann, Carsten; Lobkovsky, Emil Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic200730k	journal	October 2011
Structure and Chemistry of Cytochrome P450 Denisov, Ilia G.; Makris, Thomas M.; Sligar, Stephen G. Chemical Reviews, Vol. 105, Issue 6 https://doi.org/10.1021/cr0307143	journal	June 2005
Semiconductor Nanowires for Artificial Photosynthesis Liu, Chong; Dasgupta, Neil P.; Yang, Peidong Chemistry of Materials, Vol. 26, Issue 1 https://doi.org/10.1021/cm4023198	journal	September 2013
Electrochemical hydrogen production in aqueous micellar solution by a diiron benzenedithiolate complex relevant to [FeFe] hydrogenases Quentel, François; Passard, Guillaume; Gloaguen, Frederic Energy & Environmental Science, Vol. 5, Issue 7 https://doi.org/10.1039/c2ee21531d	journal	January 2012
Minimalist Active-Site Redesign: Teaching Old Enzymes New Tricks Toscano, Miguel D.; Woycechowsky, Kenneth J.; Hilvert, Donald Angewandte Chemie International Edition, Vol. 46, Issue 18, p. 3212-3236 https://doi.org/10.1002/anie.200604205	journal	April 2007
Phase annealing in SHELX-90: direct methods for larger structures Sheldrick, G. M. Acta Crystallographica Section A Foundations of Crystallography, Vol. 46, Issue 6, p. 467-473 https://doi.org/10.1107/S0108767390000277	journal	June 1990
High-spin ground states via electron delocalization in mixed-valence imidazolate-bridged divanadium complexes Bechlars, Bettina; D'Alessandro, Deanna M.; Jenkins, David M. Nature Chemistry, Vol. 2, Issue 5 https://doi.org/10.1038/nchem.585	journal	March 2010
Photocatalytic Hydrogen Generation System Using a Nickel-Thiolate Hexameric Cluster Kagalwala, Husain N.; Gottlieb, Eric; Li, Gao Inorganic Chemistry, Vol. 52, Issue 15 https://doi.org/10.1021/ic4013069	journal	July 2013
Hydrogen Production by Molecular Photocatalysis Esswein, Arthur J.; Nocera, Daniel G. Chemical Reviews, Vol. 107, Issue 10 https://doi.org/10.1021/cr050193e	journal	October 2007
Reaction of Diphenylacetylene with Nickel Sulfides Schrauzer, G. N.; Mayweg, V. Journal of the American Chemical Society, Vol. 84, Issue 16 https://doi.org/10.1021/ja00875a061	journal	August 1962
The Action of Organolithium Compounds on 2,5-Dimethylpyrazine. II ¹ Klein, Bernard; Spoerri, Paul E. Journal of the American Chemical Society, Vol. 73, Issue 6 https://doi.org/10.1021/ja01150a519	journal	June 1951
Synthesis and Reactivity of Iron Acyl Complexes Modeling the Active Site of [Fe]-Hydrogenase Chen, Dafa; Scopelliti, Rosario; Hu, Xile Journal of the American Chemical Society, Vol. 132, Issue 3 https://doi.org/10.1021/ja9100485	journal	January 2010
Catalytic Mechanism of the Metal-Free Hydrogenase from Methanogenic Archaea: Reversed Stereospecificity of the Catalytic and Noncatalytic Reaction Geierstanger, Bernhard H.; Prasch, Thomas; Griesinger, Christian Angewandte Chemie International Edition, Vol. 37, Issue 23 https://doi.org/10.1002/(SICI)1521-3773(19981217)37:23<3300::AID-ANIE3300>3.0.CO;2-A	journal	December 1998
Study of Molybdenum(4+) Quinoxalyldithiolenes as Models for the Noninnocent Pyranopterin in the Molybdenum Cofactor Matz, Kelly G.; Mtei, Regina P.; Rothstein, Rebecca Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic200783a	journal	October 2011
Balanced basis sets of split valence, triple zeta valence and quadruple zeta valence quality for H to Rn: Design and assessment of accuracy Weigend, Florian; Ahlrichs, Reinhart Physical Chemistry Chemical Physics, Vol. 7, Issue 18, p. 3297-3305 https://doi.org/10.1039/b508541a	journal	January 2005
Convergence acceleration of iterative sequences. the case of scf iteration Pulay, Péter Chemical Physics Letters, Vol. 73, Issue 2 https://doi.org/10.1016/0009-2614(80)80396-4	journal	July 1980
Attachment of a Hydrogen-Bonding Carboxylate Side Chain to an [FeFe]-Hydrogenase Model Complex: Influence on the Catalytic Mechanism Gao, Weiming; Sun, Junliang; Åkermark, Torbjörn Chemistry - A European Journal, Vol. 16, Issue 8 https://doi.org/10.1002/chem.200902278	journal	February 2010
Density‐functional thermochemistry. III. The role of exact exchange Becke, Axel D. The Journal of Chemical Physics, Vol. 98, Issue 7, p. 5648-5652 https://doi.org/10.1063/1.464913	journal	April 1993
Catalysts made of earth-abundant elements (Co, Ni, Fe) for water splitting: Recent progress and future challenges Du, Pingwu; Eisenberg, Richard Energy & Environmental Science, Vol. 5, Issue 3 https://doi.org/10.1039/c2ee03250c	journal	January 2012
Versatile Photocatalytic Systems for H ₂ Generation in Water Based on an Efficient DuBois-Type Nickel Catalyst Gross, Manuela A.; Reynal, Anna; Durrant, James R. Journal of the American Chemical Society, Vol. 136, Issue 1 https://doi.org/10.1021/ja410592d	journal	December 2013
Understanding the copper–phenoxyl radical array in galactose oxidase: contributions from synthetic modeling studies Jazdzewski, Brian A.; Tolman, William B. Coordination Chemistry Reviews, Vol. 200-202 https://doi.org/10.1016/S0010-8545(00)00342-8	journal	May 2000
The Preparation and Characterization of Four-Coordinate Complexes Related by Electron-Transfer Reactions Davison, A.; Edelstein, N.; Holm, R. H. Inorganic Chemistry, Vol. 2, Issue 6 https://doi.org/10.1021/ic50010a031	journal	December 1963
Harnessing Redox-Active Ligands for Low-Barrier Radical Addition at Oxorhenium Complexes Lippert, Cameron A.; Hardcastle, Kenneth I.; Soper, Jake D. Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic200923q	journal	October 2011
Supramolecular Binding Thermodynamics by Dispersion-Corrected Density Functional Theory Grimme, Stefan Chemistry - A European Journal, Vol. 18, Issue 32 https://doi.org/10.1002/chem.201200497	journal	July 2012
Temporary negative ions and electron affinities of benzene and N ‐heterocyclic molecules: pyridine, pyridazine, pyrimidine, pyrazine, and s ‐triazine Nenner, I.; Schulz, G. J. The Journal of Chemical Physics, Vol. 62, Issue 5 https://doi.org/10.1063/1.430700	journal	March 1975
Ligand Redox Activity and Mixed Valency in First-Row Transition-Metal Complexes Containing Tetrachlorocatecholate and Radical Tetrachlorosemiquinonate Ligands Pierpont, Cortlandt G. Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic201237d	journal	October 2011
A short history of SHELX Sheldrick, George M. Acta Crystallographica Section A Foundations of Crystallography, Vol. 64, Issue 1, p. 112-122 https://doi.org/10.1107/S0108767307043930	journal	December 2007
Manifestations of Noninnocent Ligand Behavior Kaim, Wolfgang Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic2003832	journal	October 2011
ImprovedSCF convergence acceleration Pulay, P. Journal of Computational Chemistry, Vol. 3, Issue 4 https://doi.org/10.1002/jcc.540030413	journal	January 1982
A Nickel(II)–Sulfur‐Based Radical‐Ligand Complex as a Functional Model of Hydrogenase Begum, Ameerunisha; Moula, Golam; Sarkar, Sabyasachi Chemistry – A European Journal, Vol. 16, Issue 41 https://doi.org/10.1002/chem.201001812	journal	September 2010
Proton Electroreduction Catalyzed by Cobaloximes: Functional Models for Hydrogenases Razavet, Mathieu; Artero, Vincent; Fontecave, Marc Inorganic Chemistry, Vol. 44, Issue 13 https://doi.org/10.1021/ic050167z	journal	June 2005
A mechanistic study of proton reduction catalyzed by a pentapyridine cobalt complex: evidence for involvement of an anation-based pathway King, Amanda E.; Surendranath, Yogesh; Piro, Nicholas A. Chemical Science, Vol. 4, Issue 4 https://doi.org/10.1039/c3sc22239j	journal	January 2013
Redox Noninnocence of Carbene Ligands: Carbene Radicals in (Catalytic) C−C Bond Formation Dzik, Wojciech I.; Zhang, X. Peter; de Bruin, Bas Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic200043a	journal	October 2011
Electrocatalytic and Photocatalytic Hydrogen Production in Aqueous Solution by a Molecular Cobalt Complex Singh, Wangkheimayum Marjit; Baine, Teera; Kudo, Shotaro Angewandte Chemie International Edition, Vol. 51, Issue 24 https://doi.org/10.1002/anie.201200082	journal	April 2012
Molybdenum−Sulfur Dimers as Electrocatalysts for the Production of Hydrogen at Low Overpotentials Appel, Aaron M.; DuBois, Daniel L.; Rakowski DuBois, M. Journal of the American Chemical Society, Vol. 127, Issue 36 https://doi.org/10.1021/ja054034o	journal	September 2005
The Crystal Structure of [Fe]-Hydrogenase Reveals the Geometry of the Active Site Shima, S.; Pilak, O.; Vogt, S. Science, Vol. 321, Issue 5888 https://doi.org/10.1126/science.1158978	journal	July 2008
Electrocatalytic hydrogen evolution by cobalt difluoroboryl-diglyoximate complexes Hu, Xile; Cossairt, Brandi M.; Brunschwig, Bruce S. Chemical Communications, Issue 37 https://doi.org/10.1039/b509188h	journal	January 2005
Visible Light-Driven Hydrogen Evolution from Water Catalyzed by A Molecular Cobalt Complex Tong, Lianpeng; Zong, Ruifa; Thummel, Randolph P. Journal of the American Chemical Society, Vol. 136, Issue 13 https://doi.org/10.1021/ja501257d	journal	March 2014
Nickel Pyridinethiolate Complexes as Catalysts for the Light-Driven Production of Hydrogen from Aqueous Solutions in Noble-Metal-Free Systems Han, Zhiji; Shen, Luxi; Brennessel, William W. Journal of the American Chemical Society, Vol. 135, Issue 39 https://doi.org/10.1021/ja405257s	journal	September 2013
Towards a functional model of hydrogenase: electrocatalytic reduction of protons to dihydrogen by a nickel macrocyclic complex Efros, Laura L.; Thorp, H. Holden; Brudvig, Gary W. Inorganic Chemistry, Vol. 31, Issue 9 https://doi.org/10.1021/ic00035a039	journal	April 1992
A molecular molybdenum-oxo catalyst for generating hydrogen from water Karunadasa, Hemamala I.; Chang, Christopher J.; Long, Jeffrey R. Nature, Vol. 464, Issue 7293 https://doi.org/10.1038/nature08969	journal	April 2010
A cobalt(ii) quaterpyridine complex as a visible light-driven catalyst for both water oxidation and reduction Leung, Chi-Fai; Ng, Siu-Mui; Ko, Chi-Chiu Energy & Environmental Science, Vol. 5, Issue 7 https://doi.org/10.1039/c2ee21840b	journal	January 2012
Redox-Active Bridging Ligands Based on Indigo Diimine (“Nindigo”) Derivatives Nawn, Graeme; Waldie, Kate M.; Oakley, Simon R. Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic200388y	journal	October 2011
Electrocatalytic Hydrogen Evolution at Low Overpotentials by Cobalt Macrocyclic Glyoxime and Tetraimine Complexes Hu, Xile; Brunschwig, Bruce S.; Peters, Jonas C. Journal of the American Chemical Society, Vol. 129, Issue 29 https://doi.org/10.1021/ja067876b	journal	July 2007
A Nickel Thiolate Catalyst for the Long-Lived Photocatalytic Production of Hydrogen in a Noble-Metal-Free System Han, Zhiji; McNamara, William R.; Eum, Min-Sik Angewandte Chemie International Edition, Vol. 51, Issue 7 https://doi.org/10.1002/anie.201107329	journal	January 2012
Cobalt and nickel diimine-dioxime complexes as molecular electrocatalysts for hydrogen evolution with low overvoltages Jacques, P. -A.; Artero, V.; Pecaut, J. Proceedings of the National Academy of Sciences, Vol. 106, Issue 49 https://doi.org/10.1073/pnas.0907775106	journal	November 2009
Free Energy Landscapes for S−H Bonds in Cp* ₂ Mo ₂ S ₄ Complexes Appel, Aaron M.; Lee, Suh-Jane; Franz, James A. Journal of the American Chemical Society, Vol. 131, Issue 14 https://doi.org/10.1021/ja8093179	journal	April 2009
A super-efficient cobalt catalyst for electrochemical hydrogen production from neutral water with 80 mV overpotential Chen, Lin; Wang, Mei; Han, Kai Energy Environ. Sci., Vol. 7, Issue 1 https://doi.org/10.1039/C3EE42194E	journal	January 2014
A Molecular MoS2 Edge Site Mimic for Catalytic Hydrogen Generation Karunadasa, H. I.; Montalvo, E.; Sun, Y. Science, Vol. 335, Issue 6069 https://doi.org/10.1126/science.1215868	journal	February 2012
Designing Catalysts for Nitrene Transfer Using Early Transition Metals and Redox-Active Ligands Heyduk, Alan F.; Zarkesh, Ryan A.; Nguyen, Andy I. Inorganic Chemistry, Vol. 50, Issue 20 https://doi.org/10.1021/ic200911b	journal	October 2011
Chemical Approaches to Artificial Photosynthesis. 2 Alstrum-Acevedo, James H.; Brennaman, M. Kyle; Meyer, Thomas J. Inorganic Chemistry, Vol. 44, Issue 20 https://doi.org/10.1021/ic050904r	journal	October 2005
Protein Engineering of Redox-Active Enzymes Saab-Rincón, Gloria; Valderrama, Brenda Antioxidants & Redox Signaling, Vol. 11, Issue 2 https://doi.org/10.1089/ars.2008.2098	journal	February 2009
Electrochemical and Spectroscopic Effects of Mixed Substituents in Bis(phenolate)–Copper(II) Galactose Oxidase Model Complexes Pratt, Russell C.; Lyons, Christopher T.; Wasinger, Erik C. Journal of the American Chemical Society, Vol. 134, Issue 17 https://doi.org/10.1021/ja211247f	journal	April 2012
Redox-Switched Oxidation of Dihydrogen Using a Non-Innocent Ligand Ringenberg, Mark R.; Kokatam, Swarna Latha; Heiden, Zachariah M. Journal of the American Chemical Society, Vol. 130, Issue 3 https://doi.org/10.1021/ja076801k	journal	January 2008
On the Non‐Orthogonality Problem Connected with the Use of Atomic Wave Functions in the Theory of Molecules and Crystals Löwdin, Per‐Olov The Journal of Chemical Physics, Vol. 18, Issue 3 https://doi.org/10.1063/1.1747632	journal	March 1950
Iron-Only Hydrogenase Mimics. Thermodynamic Aspects of the Use of Electrochemistry to Evaluate Catalytic Efficiency for Hydrogen Generation Felton, Greg A. N.; Glass, Richard S.; Lichtenberger, Dennis L. Inorganic Chemistry, Vol. 46, Issue 12 https://doi.org/10.1021/ic700847c	journal	June 2007
The Crystal Structure of an [Fe]-Hydrogenase-Substrate Complex Reveals the Framework for H ₂ Activation Hiromoto, Takeshi; Warkentin, Eberhard; Moll, Johanna Angewandte Chemie, Vol. 121, Issue 35 https://doi.org/10.1002/ange.200902695	journal	August 2009
A Nickel Thiolate Catalyst for the Long-Lived Photocatalytic Production of Hydrogen in a Noble-Metal-Free System Han, Zhiji; McNamara, William R.; Eum, Min-Sik Angewandte Chemie, Vol. 124, Issue 7 https://doi.org/10.1002/ange.201107329	journal	January 2012
Electrocatalytic and Photocatalytic Hydrogen Production in Aqueous Solution by a Molecular Cobalt Complex Singh, Wangkheimayum Marjit; Baine, Teera; Kudo, Shotaro Angewandte Chemie, Vol. 124, Issue 24 https://doi.org/10.1002/ange.201200082	journal	April 2012
Retracted article: Electrochemical hydrogen production in aqueous micellar solution by a diiron benzenedithiolate complex relevant to [FeFe] hydrogenases Quentel, François; Passard, Guillaume; Gloaguen, Frederic Physical Chemistry Chemical Physics https://doi.org/10.1039/c2cp40085e	journal	January 2012
Tyrosine-Derived Quinone Cofactors Mure, Minae ChemInform, Vol. 35, Issue 19 https://doi.org/10.1002/chin.200419284	journal	May 2004
Metalloenzyme-Inspired Catalysis: Selective Oxidation of Primary Alcohols with an Iridium—Aminyl-Radical Complex. Koenigsmann, Martin; Donati, Nicola; Stein, Daniel ChemInform, Vol. 38, Issue 35 https://doi.org/10.1002/chin.200735042	journal	August 2007
Hydrogen Production by Molecular Photocatalysis Esswein, Arthur J.; Nocera, Daviel G. ChemInform, Vol. 38, Issue 50 https://doi.org/10.1002/chin.200750272	journal	December 2007
Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density Robert, Parr,; Chengteh, Lee,; Weitao, Yang, The University of North Carolina at Chapel Hill University Libraries https://doi.org/10.17615/zrp0-ry04	text	January 1988
Free Radical Catalysis by Galactose Oxidase Whittaker, James W. ChemInform, Vol. 34, Issue 32 https://doi.org/10.1002/chin.200332280	journal	August 2003
Structure and Chemistry of Cytochrome P450 Denisov, Ilia G.; Makris, Thomas M.; Sligar, Stephen G. ChemInform, Vol. 36, Issue 37 https://doi.org/10.1002/chin.200537282	journal	September 2005
Theoretical Perspective on the Structure and Mechanism of Cytochrome P450 Enzymes Shaik, Sason; Kumar, Devesh; de Visser, Samuel P. ChemInform, Vol. 36, Issue 37 https://doi.org/10.1002/chin.200537287	journal	September 2005
Minimalist Active-Site Redesign: Teaching Old Enzymes New Tricks Toscano, Miguel D.; Woycechowsky, Kenneth J.; Hilvert, Donald ChemInform, Vol. 38, Issue 27 https://doi.org/10.1002/chin.200727265	journal	July 2007

Cited By (19)

A Thiosemicarbazone-Nickel(II) Complex as Efficient Electrocatalyst for Hydrogen Evolution Straistari, Tatiana; Fize, Jennifer; Shova, Sergiu ChemCatChem, Vol. 9, Issue 12 https://doi.org/10.1002/cctc.201600967	journal	November 2016
Electrocatalytic H 2 Evolution by the Co‐Mabiq Complex Requires Tempering of the Redox‐Active Ligand Tok, G. Ceren; Freiberg, Anna T. S.; Gasteiger, Hubert A. ChemCatChem, Vol. 11, Issue 16 https://doi.org/10.1002/cctc.201900953	journal	June 2019
Dinuclear Cobalt Complexes with a Decadentate Ligand Scaffold: Hydrogen Evolution and Oxygen Reduction Catalysis Di Giovanni, Carlo; Gimbert-Suriñach, Carolina; Nippe, Michael Chemistry - A European Journal, Vol. 22, Issue 1 https://doi.org/10.1002/chem.201503567	journal	November 2015
A Smorgasbord of 17 Cobalt Complexes Active for Photocatalytic Hydrogen Evolution Hogue, Ross W.; Schott, Olivier; Hanan, Garry S. Chemistry - A European Journal, Vol. 24, Issue 39 https://doi.org/10.1002/chem.201800396	journal	June 2018
Ni(bpy)(cod): A Convenient Entryway into the Efficient Hydroboration of Ketones, Aldehydes, and Imines King, Amanda E.; Stieber, S. Chantal E.; Henson, Neil J. European Journal of Inorganic Chemistry, Vol. 2016, Issue 11 https://doi.org/10.1002/ejic.201600143	journal	March 2016
Photocatalytic hydrogen evolution by Cu( ii ) complexes Wang, Junfei; Li, Chao; Zhou, Qianxiong Dalton Transactions, Vol. 45, Issue 13 https://doi.org/10.1039/c5dt04628a	journal	January 2016
Fe, Ru, and Os complexes with the same molecular framework: comparison of structures, properties and catalytic activities Yoshida, Masaki; Kondo, Mio; Okamura, Masaya Faraday Discussions, Vol. 198 https://doi.org/10.1039/c6fd00227g	journal	January 2017
Synthesis, characterization and solution behavior of a systematic series of pentapyridyl-supported Ru ^II complexes: comparison to bimetallic analogs Park, Sungho V.; Berry, John F. Dalton Transactions, Vol. 46, Issue 28 https://doi.org/10.1039/c7dt01847a	journal	January 2017
Photochemical hydrogen evolution from water by a 1D-network of octahedral Ni 6 L 8 cages Kumar, Kilaparthi Sravan; Mane, Vishwanath S.; Yadav, Ashok Chemical Communications, Vol. 55, Issue 87 https://doi.org/10.1039/c9cc06286f	journal	January 2019
Ligand mixed-valence and electrical conductivity in coordination complexes containing a redox-active phenalenol-substituted ligand Dale, Sarah; Bonanno, Nico M.; Pelaccia, Mark Dalton Transactions, Vol. 48, Issue 23 https://doi.org/10.1039/c9dt01788g	journal	January 2019
Recent advances in the mechanisms of the hydrogen evolution reaction by non-innocent sulfur-coordinating metal complexes Drosou, Maria; Kamatsos, Fotios; Mitsopoulou, Christiana A. Inorganic Chemistry Frontiers, Vol. 7, Issue 1 https://doi.org/10.1039/c9qi01113g	journal	January 2020
Direct simulation of electron transfer in the cobalt hexammine( ii / iii ) self-exchange reaction Kenion, Rachel L.; Ananth, Nandini Physical Chemistry Chemical Physics, Vol. 18, Issue 37 https://doi.org/10.1039/c6cp04882j	journal	January 2016
Synthesis of a pentadentate, polypyrazine ligand and its application in cobalt-catalyzed hydrogen production Chen, Lizhu; Khadivi, Amir; Singh, Manpreet Inorganic Chemistry Frontiers, Vol. 4, Issue 10 https://doi.org/10.1039/c7qi00362e	journal	January 2017
Aminotroponiminates: ligand-centred, reversible redox events under oxidative conditions in sodium and bismuth complexes Hanft, Anna; Lichtenberg, Crispin Dalton Transactions, Vol. 47, Issue 31 https://doi.org/10.1039/c8dt01019f	journal	January 2018
Hydrazone-based cobalt complexes toward multielectron redox and spin crossover Huang, Wei; Li, Yujie; Yong, Juan RSC Advances, Vol. 8, Issue 31 https://doi.org/10.1039/c8ra02963f	journal	January 2018
Electrocatalytic hydrogen evolution with gallium hydride and ligand-centered reduction Wang, Ni; Lei, Haitao; Zhang, Zongyao Chemical Science, Vol. 10, Issue 8 https://doi.org/10.1039/c8sc05247f	journal	January 2019
Copper coordination polymer electrocatalyst for strong hydrogen evolution reaction activity in neutral medium: influence of coordination environment and network structure Muthukumar, Pandi; Moon, Dohyun; Anthony, Savarimuthu Philip Catalysis Science & Technology, Vol. 9, Issue 16 https://doi.org/10.1039/c9cy00759h	journal	January 2019
Multi-electron reactivity of a cofacial di-tin( ii ) cryptand: partial reduction of sulfur and selenium and reversible generation of S ₃ ˙ ⁻ Stauber, Julia M.; Müller, Peter; Dai, Yizhe Chemical Science, Vol. 7, Issue 12 https://doi.org/10.1039/c6sc01754a	journal	January 2016
From non-innocent to guilty: on the role of redox-active ligands in the electro-assisted reduction of CO ₂ mediated by a cobalt( ii )-polypyridyl complex Queyriaux, N.; Abel, K.; Fize, J. Sustainable Energy & Fuels, Vol. 4, Issue 7 https://doi.org/10.1039/d0se00570c	journal	January 2020

Linked Research (6)

Similar Records

Thermochemical and Mechanistic Studies of Electrocatalytic Hydrogen Production by Cobalt Complexes Containing Pendant Amines

Journal Article · Mon Dec 16 00:00:00 EST 2013 · Inorganic Chemistry, 52(24):14391-14403 · OSTI ID:1214425

Wiedner, Eric S.; Appel, Aaron M.; DuBois, Daniel L.; +1 more

Metal–Ligand Cooperativity via Exchange Coupling Promotes Iron- Catalyzed Electrochemical CO₂ Reduction at Low Overpotentials

Journal Article · Wed Nov 18 00:00:00 EST 2020 · Journal of the American Chemical Society · OSTI ID:1214425

Derrick, Jeffrey S.; Loipersberger, Matthias; Chatterjee, Ruchira; +7 more

Hydrogen Bonding Rescues Overpotential in Seven-Coordinated Ru Water Oxidation Catalysts

Journal Article · Tue Aug 15 00:00:00 EDT 2017 · ACS Catalysis · OSTI ID:1214425

Matheu, Roc; Ertem, Mehmed Z.; Gimbert-Surinach, Carolina; +3 more

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

CCDC 1060294: Experimental Crystal Structure Determination: OGUQUE : Aqua-(2,6-bis(1,1-bis(pyridin-2-yl)ethyl)pyrazine)-zinc bis(trifluoromethanesulfonate) tetrahydrate Space Group: P 1 (2), Cell: a 14.707(3)Å b 21.388(4)Å c 25.657(5)Å, α 67.683(3)° β 75.282(3)° γ 89.683(3)° Jurss, Jonah W.; Khnayzer, Rony S.; Panetier, Julien A. https://doi.org/10.5517/cc14lb13 The current record is supplemented by this dataset	dataset	April 2015
CCDC 1060295: Experimental Crystal Structure Determination: OGURAL : Aqua-(2-(1-(6-(1,1-bis(pyridin-2-yl)ethyl)pyridin-2-yl)-1-(pyridin-2-yl)ethyl)pyrazine)-zinc(ii) bis(trifluoromethanesulfonate) trihydrate Jurss, Jonah W.; Khnayzer, Rony S.; Panetier, Julien A. https://doi.org/10.5517/cc14lb24 The current record is supplemented by this dataset	dataset	April 2015
CCDC 1060296: Experimental Crystal Structure Determination: Aqua-(2,2'-(1-(6-(1,1-bis(pyridin-2-yl)ethyl)pyridin-2-yl)ethane-1,1-diyl)bispyrazine)-cobalt bis(trifluoromethanesulfonate) hydrate Jurss, Jonah W.; Khnayzer, Rony S.; Panetier, Julien A. https://doi.org/10.5517/cc14lb35 The current record is supplemented by this dataset	dataset	April 2015
CCDC 1060291: Experimental Crystal Structure Determination: OGUQEO : Aqua-(2-(1-(6-(1,1-bis(pyridin-2-yl)ethyl)pyridin-2-yl)-1-(pyridin-2-yl)ethyl)pyrazine)-cobalt(ii) bis(trifluoromethanesulfonate) Jurss, Jonah W.; Khnayzer, Rony S.; Panetier, Julien A. https://doi.org/10.5517/cc14l9yz The current record is supplemented by this dataset	dataset	April 2015
CCDC 1060292: Experimental Crystal Structure Determination: OGUQIS : Aqua-(2,2'-(1-(6-(1,1-bis(pyridin-2-yl)ethyl)pyridin-2-yl)ethane-1,1-diyl)bispyrazine)-zinc(ii) bis(trifluoromethanesulfonate) pentahydrate Jurss, Jonah; Khnayzer, Rony; Panetier, Julien https://doi.org/10.5517/cc14l9z0 The current record is supplemented by this dataset	dataset	April 2015
CCDC 1060293: Experimental Crystal Structure Determination: OGUQOY : Aqua-(2,6-bis(1,1-bis(pyridin-2-yl)ethyl)pyrazine)-cobalt(ii) bis(trifluoromethanesulfonate) acetone solvate dihydrate Jurss, Jonah; Khnayzer, Rony; Panetier, Julien https://doi.org/10.5517/cc14lb02 The current record is supplemented by this dataset	dataset	April 2015