Electrode initiated proton-coupled electron transfer to promote degradation of a nickel(ii) coordination complex

McCarthy, Brian D.; Donley, Carrie L.; Dempsey, Jillian L.

doi:10.1039/c5sc00476d

Title: Electrode initiated proton-coupled electron transfer to promote degradation of a nickel(ii) coordination complex

Journal Article · Thu Mar 05 00:00:00 EST 2015 · Chemical Science

DOI:https://doi.org/10.1039/c5sc00476d· OSTI ID:1454543

McCarthy, Brian D. ^[1]; Donley, Carrie L. ^[1]; Dempsey, Jillian L. ^[1]

Univ. of North Carolina, Chapel Hill, NC (United States)

Electrochemical analysis of a nickel compound that degrades permitted a peek into the decomposition mechanism.

View Accepted Manuscript (DOE)

Cite

Export

Save

Research Organization:: University of North Carolina, Chapel Hill, NC (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0001011

OSTI ID:: 1454543

Journal Information:: Chemical Science, Vol. 6, Issue 5; ISSN 2041-6520

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

Citation Metrics:

Cited by: 50 works

Citation information provided by
Web of Science

References (59)

Modeling the Hydrodesulfurization Reaction at Nickel. Unusual Reactivity of Dibenzothiophenes Relative to Thiophene and Benzothiophene Vicic, David A.; Jones, William D. Journal of the American Chemical Society, Vol. 121, Issue 33 https://doi.org/10.1021/ja9905997	journal	August 1999
Electrochemical Approach to the Mechanistic Study of Proton-Coupled Electron Transfer Costentin, Cyrille Chemical Reviews, Vol. 108, Issue 7 https://doi.org/10.1021/cr068065t	journal	July 2008
A taxonomy for solar fuels generators Nielander, Adam C.; Shaner, Matthew R.; Papadantonakis, Kimberly M. Energy & Environmental Science, Vol. 8, Issue 1 https://doi.org/10.1039/C4EE02251C	journal	January 2015
Solar Fuels and Next Generation Photovoltaics: The UNC-CH Energy Frontier Research Center Meyer, Thomas J.; Papanikolas, John M.; Heyer, Catherine M. Catalysis Letters, Vol. 141, Issue 1 https://doi.org/10.1007/s10562-010-0495-9	journal	November 2010
Extension of the Self-Consistent Spectrophotometric Basicity Scale in Acetonitrile to a Full Span of 28 p K _a Units: Unification of Different Basicity Scales Kaljurand, Ivari; Kütt, Agnes; Sooväli, Lilli The Journal of Organic Chemistry, Vol. 70, Issue 3 https://doi.org/10.1021/jo048252w	journal	February 2005
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
Insights into proton-coupled electron transfer mechanisms of electrocatalytic H2 oxidation and production Horvath, S.; Fernandez, L. E.; Soudackov, A. V. Proceedings of the National Academy of Sciences, Vol. 109, Issue 39 https://doi.org/10.1073/pnas.1118333109	journal	April 2012
Proton-coupled electron transfer kinetics for the hydrogen evolution reaction of hangman porphyrins Roubelakis, Manolis M.; Bediako, D. Kwabena; Dogutan, Dilek K. Energy & Environmental Science, Vol. 5, Issue 7 https://doi.org/10.1039/c2ee21123h	journal	January 2012
Mechanistic Insights on the Hydrodesulfurization of Biphenyl-2-thiol with Nickel Compounds Torres-Nieto, Jorge; Brennessel, William W.; Jones, William D. Journal of the American Chemical Society, Vol. 131, Issue 11 https://doi.org/10.1021/ja809457s	journal	March 2009
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
A Janus cobalt-based catalytic material for electro-splitting of water Cobo, Saioa; Heidkamp, Jonathan; Jacques, Pierre-André Nature Materials, Vol. 11, Issue 9 https://doi.org/10.1038/nmat3385	journal	August 2012
Role of pendant proton relays and proton-coupled electron transfer on the hydrogen evolution reaction by nickel hangman porphyrins Bediako, D. Kwabena; Solis, Brian H.; Dogutan, Dilek K. Proceedings of the National Academy of Sciences, Vol. 111, Issue 42 https://doi.org/10.1073/pnas.1414908111	journal	October 2014
A nickel dimethyl glyoximato complex to form nickel based nanoparticles for electrocatalytic H ₂ production Cherdo, Stéphanie; Ghachtouli, Sanae El; Sircoglou, Marie Chem. Commun., Vol. 50, Issue 88 https://doi.org/10.1039/C4CC05355A	journal	January 2014
Nickel Complexes for Robust Light-Driven and Electrocatalytic Hydrogen Production from Water Das, Amit; Han, Zhiji; Brennessel, William W. ACS Catalysis, Vol. 5, Issue 3 https://doi.org/10.1021/acscatal.5b00045	journal	January 2015
Studies of Structural Effects on the Half-Wave Potentials of Mononuclear and Dinuclear Nickel(II) Diphosphine/Dithiolate Complexes Redin, Kendra; Wilson, Aaron D.; Newell, Rachel Inorganic Chemistry, Vol. 46, Issue 4 https://doi.org/10.1021/ic061740x	journal	February 2007
A review of the problem of distinguishing true homogeneous catalysis from soluble or other metal-particle heterogeneous catalysis under reducing conditions Widegren, Jason A.; Finke, Richard G. Journal of Molecular Catalysis A: Chemical, Vol. 198, Issue 1-2 https://doi.org/10.1016/S1381-1169(02)00728-8	journal	May 2003
Cyclic voltammetry Evans, Dennis H.; O'Connell, Kathleen M.; Petersen, Ralph A. Journal of Chemical Education, Vol. 60, Issue 4 https://doi.org/10.1021/ed060p290	journal	April 1983
Solar Water Splitting Cells Walter, Michael G.; Warren, Emily L.; McKone, James R. Chemical Reviews, Vol. 110, Issue 11, p. 6446-6473 https://doi.org/10.1021/cr1002326	journal	November 2010
Elements of Molecular and Biomolecular Electrochemistry Savéant, Jean-Michel https://doi.org/10.1002/0471758078	book	January 2006
Earth-abundant hydrogen evolution electrocatalysts McKone, James R.; Marinescu, Smaranda C.; Brunschwig, Bruce S. Chem. Sci., Vol. 5, Issue 3 https://doi.org/10.1039/C3SC51711J	journal	January 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
Dual Homogeneous and Heterogeneous Pathways in Photo- and Electrocatalytic Hydrogen Evolution with Nickel(II) Catalysts Bearing Tetradentate Macrocyclic Ligands Chen, Lingjing; Chen, Gui; Leung, Chi-Fai ACS Catalysis, Vol. 5, Issue 1 https://doi.org/10.1021/cs501534h	journal	November 2014
Proton-Coupled Electron Transfer in Azobenzene/Hydrazobenzene Couples with Pendant Acid–Base Functions. Hydrogen-Bonding and Structural Effects Savéant, Jean-Michel; Tard, Cédric Journal of the American Chemical Society, Vol. 136, Issue 25 https://doi.org/10.1021/ja504484a	journal	June 2014
Deactivation in Homogeneous Transition Metal Catalysis: Causes, Avoidance, and Cure Crabtree, Robert H. Chemical Reviews, Vol. 115, Issue 1 https://doi.org/10.1021/cr5004375	journal	November 2014
New interpretations of XPS spectra of nickel metal and oxides Grosvenor, Andrew P.; Biesinger, Mark C.; Smart, Roger St. C. Surface Science, Vol. 600, Issue 9 https://doi.org/10.1016/j.susc.2006.01.041	journal	May 2006
Concerted Proton−Electron Transfer to Dioxygen in Water Snir, Ophir; Wang, Yifeng; Tuckerman, Mark E. Journal of the American Chemical Society, Vol. 132, Issue 33 https://doi.org/10.1021/ja104392k	journal	August 2010
Inserting a Hydrogen-Bond Relay between Proton Exchanging Sites in Proton-Coupled Electron Transfers Costentin, Cyrille; Robert, Marc; Savéant, Jean-Michel Angewandte Chemie International Edition, Vol. 49, Issue 22 https://doi.org/10.1002/anie.200907192	journal	April 2010
Theoretical Design of Molecular Electrocatalysts with Flexible Pendant Amines for Hydrogen Production and Oxidation Fernandez, Laura E.; Horvath, Samantha; Hammes-Schiffer, Sharon The Journal of Physical Chemistry Letters, Vol. 4, Issue 3 https://doi.org/10.1021/jz3020277	journal	January 2013
A Ni ^II -Bis(diphosphine)-Hydride Complex Containing Proton Relays - Structural Characterization and Electrocatalytic Studies : A Ni Das, Parthapratim; Stolley, Ryan M.; van der Eide, Edwin F. European Journal of Inorganic Chemistry, Vol. 2014, Issue 27 https://doi.org/10.1002/ejic.201402250	journal	June 2014
Concerted heavy-atom bond cleavage and proton and electron transfers illustrated by proton-assisted reductive cleavage of an O-O bond Costentin, C.; Hajj, V.; Robert, M. Proceedings of the National Academy of Sciences, Vol. 108, Issue 21 https://doi.org/10.1073/pnas.1104952108	journal	May 2011
Concerted proton–electron transfers in the oxidation of phenols Costentin, Cyrille; Robert, Marc; Savéant, Jean-Michel Physical Chemistry Chemical Physics, Vol. 12, Issue 37 https://doi.org/10.1039/c0cp00063a	journal	January 2010
Development of Molecular Electrocatalysts for Energy Storage DuBois, Daniel L. Inorganic Chemistry, Vol. 53, Issue 8 https://doi.org/10.1021/ic4026969	journal	February 2014
Theoretical Analysis of Cobalt Hangman Porphyrins: Ligand Dearomatization and Mechanistic Implications for Hydrogen Evolution Solis, Brian H.; Maher, Andrew G.; Honda, Tatsuhiko ACS Catalysis, Vol. 4, Issue 12 https://doi.org/10.1021/cs501454y	journal	November 2014
pH-Dependent Reduction Potentials and Proton-Coupled Electron Transfer Mechanisms in Hydrogen-Producing Nickel Molecular Electrocatalysts Horvath, Samantha; Fernandez, Laura E.; Appel, Aaron M. Inorganic Chemistry, Vol. 52, Issue 7 https://doi.org/10.1021/ic302056j	journal	June 2012
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
Hydrolysis of Tetrafluoroborate and Hexafluorophosphate Counter Ions in Imidazolium-Based Ionic Liquids ^† Freire, Mara G.; Neves, Catarina M. S. S.; Marrucho, Isabel M. The Journal of Physical Chemistry A, Vol. 114, Issue 11 https://doi.org/10.1021/jp903292n	journal	March 2010
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
Transition-metal-mediated phosphorus-carbon bond cleavage and its relevance to homogeneous catalyst deactivation Garrou, Philip E. Chemical Reviews, Vol. 85, Issue 3 https://doi.org/10.1021/cr00067a001	journal	June 1985
Organic chemistry of subvalent transition metal complexes. 12. Hydrodesulfurization of organosulfur heterocycles by metal hydride-nickel(0) complexes: accelerated single-electron transfer in carbon-sulfur bond cleavage Eisch, john J.; Hallenbeck, Lawrence E.; Han, Kyoung Im. Journal of the American Chemical Society, Vol. 108, Issue 24 https://doi.org/10.1021/ja00284a045	journal	November 1986
Electrochemical hydrogenation of a homogeneous nickel complex to form a surface adsorbed hydrogen-evolving species Martin, Daniel J.; McCarthy, Brian D.; Donley, Carrie L. Chemical Communications, Vol. 51, Issue 25 https://doi.org/10.1039/c4cc08662g	journal	January 2015
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
Electrocatalytic coupling of aryl halides with (1,2-bis(di-2-propylphosphino)benzene)nickel(0) Fox, Marye Anne; Chandler, Daniel A.; Lee, Changjin The Journal of Organic Chemistry, Vol. 56, Issue 10 https://doi.org/10.1021/jo00010a014	journal	May 1991
Will Solar-Driven Water-Splitting Devices See the Light of Day? McKone, James R.; Lewis, Nathan S.; Gray, Harry B. Chemistry of Materials, Vol. 26, Issue 1 https://doi.org/10.1021/cm4021518	journal	September 2013
Cobalt-Bisglyoximato Diphenyl Complex as a Precatalyst for Electrocatalytic H ₂ Evolution Anxolabéhère-Mallart, Elodie; Costentin, Cyrille; Fournier, Maxime The Journal of Physical Chemistry C, Vol. 118, Issue 25 https://doi.org/10.1021/jp500813r	journal	June 2014
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
Solar fuels generation and molecular systems: is it homogeneous or heterogeneous catalysis? Artero, Vincent; Fontecave, Marc Chem. Soc. Rev., Vol. 42, Issue 6 https://doi.org/10.1039/C2CS35334B	journal	January 2013
Proton-Coupled Electron Transfer in Molecular Electrocatalysis: Theoretical Methods and Design Principles Solis, Brian H.; Hammes-Schiffer, Sharon Inorganic Chemistry, Vol. 53, Issue 13 https://doi.org/10.1021/ic5002896	journal	April 2014
Concerted Proton−Electron Transfers: Electrochemical and Related Approaches Costentin, Cyrille; Robert, Marc; Savéant, Jean-Michel Accounts of Chemical Research, Vol. 43, Issue 7 https://doi.org/10.1021/ar9002812	journal	July 2010
Cobalt-Based Particles Formed upon Electrocatalytic Hydrogen Production by a Cobalt Pyridine Oxime Complex Ghachtouli, Sanae El; Guillot, Regis; Brisset, Francois ChemSusChem, Vol. 6, Issue 12 https://doi.org/10.1002/cssc.201300564	journal	October 2013
Review of electrochemical studies of complexes containing the Fe2S2 core characteristic of [FeFe]-hydrogenases including catalysis by these complexes of the reduction of acids to form dihydrogen Felton, Greg A. N.; Mebi, Charles A.; Petro, Benjamin J. Journal of Organometallic Chemistry, Vol. 694, Issue 17 https://doi.org/10.1016/j.jorganchem.2009.03.017	journal	August 2009
Electrodeposition from Acidic Solutions of Nickel Bis(benzenedithiolate) Produces a Hydrogen-Evolving Ni–S Film on Glassy Carbon Fang, Ming; Engelhard, Mark H.; Zhu, Zihua ACS Catalysis, Vol. 4, Issue 1 https://doi.org/10.1021/cs400675u	journal	December 2013
Room-Temperature Desulfurization of Dibenzothiophene Mediated by [( i -Pr ₂ PCH ₂ ) ₂ NiH] ₂ Vicic, David A.; Jones, William D. Journal of the American Chemical Society, Vol. 119, Issue 44 https://doi.org/10.1021/ja972544f	journal	November 1997
Intrinsic reactivity and driving force dependence in concerted proton–electron transfers to water illustrated by phenol oxidation Bonin, Julien; Costentin, Cyrille; Louault, Cyril Proceedings of the National Academy of Sciences, Vol. 107, Issue 8 https://doi.org/10.1073/pnas.0914693107	journal	February 2010
Advanced Carbon Electrode Materials for Molecular Electrochemistry McCreery, Richard L. Chemical Reviews, Vol. 108, Issue 7, p. 2646-2687 https://doi.org/10.1021/cr068076m	journal	July 2008
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
Organic chemistry of subvalent transition metal complexes. Part 7. Desulfurization of dibenzothiophene by nickel(0) complexes: evidence for electron transfer in oxidative additions Eisch, John J.; Hallenbeck, Lawrence E.; Han, Kyoung Im The Journal of Organic Chemistry, Vol. 48, Issue 18 https://doi.org/10.1021/jo00166a005	journal	September 1983
Homogeneous versus Heterogeneous Self-Exchange Electron Transfer Reactions of Metal Complexes: Insights from Pressure Effects Swaddle, Thomas W. Chemical Reviews, Vol. 105, Issue 6 https://doi.org/10.1021/cr030727g	journal	June 2005
Concerted proton-coupled electron transfer from a metal-hydride complex Bourrez, Marc; Steinmetz, Romain; Ott, Sascha Nature Chemistry, Vol. 7, Issue 2 https://doi.org/10.1038/nchem.2157	journal	January 2015
Monometallic Cobalt–Trisglyoximato Complexes as Precatalysts for Catalytic H ₂ Evolution in Water El Ghachtouli, Sanae; Fournier, Maxime; Cherdo, Stéphanie The Journal of Physical Chemistry C, Vol. 117, Issue 33 https://doi.org/10.1021/jp405134a	journal	August 2013

Cited By (8)

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
Deactivation of a Cobalt Catalyst for Water Reduction through Valence Tautomerism Baydoun, Habib; Mazumder, Shivnath; Schlegel, H. Bernhard Chemistry - A European Journal, Vol. 23, Issue 39 https://doi.org/10.1002/chem.201701783	journal	May 2017
Spectroscopic Characterisation of a Bio‐Inspired Ni‐Based Proton Reduction Catalyst Bearing a Pentadentate N ₂ S ₃ Ligand with Improved Photocatalytic Activity Gotico, Philipp; Moonshiram, Dooshaye; Liu, Cunming Chemistry – A European Journal, Vol. 26, Issue 13 https://doi.org/10.1002/chem.201904934	journal	January 2020
Electrochemical and spectroscopic methods for evaluating molecular electrocatalysts Lee, Katherine J.; Elgrishi, Noémie; Kandemir, Banu Nature Reviews Chemistry, Vol. 1, Issue 5 https://doi.org/10.1038/s41570-017-0039	journal	May 2017
Electroreduction of a Co ^II coordination complex producing a metal–organic film with high performance toward electrocatalytic hydrogen evolution Bezerra, Leticia S.; Rosa, Persiely P.; Fortunato, Guilherme V. Journal of Materials Chemistry A, Vol. 6, Issue 40 https://doi.org/10.1039/c8ta07340f	journal	January 2018
Analysis of multi-electron, multi-step homogeneous catalysis by rotating disc electrode voltammetry: theory, application, and obstacles Lee, Katherine J.; Gruninger, Cole T.; Lodaya, Kunal M. The Analyst, Vol. 145, Issue 4 https://doi.org/10.1039/c9an02192b	journal	January 2020
Aerobic oxygenation catalyzed by first row transition metal complexes coordinated by tetradentate mono-carbon bridged bis-phenanthroline ligands: intra- versus intermolecular carbon–hydrogen bond activation Shen, Kaiji; Diskin-Posner, Yael; Shimon, Linda J. W. Dalton Transactions, Vol. 48, Issue 19 https://doi.org/10.1039/c9dt00828d	journal	January 2019
Cover Feature: Spectroscopic Characterisation of a Bio‐Inspired Ni‐Based Proton Reduction Catalyst Bearing a Pentadentate N ₂ S ₃ Ligand with Improved Photocatalytic Activity (Chem. Eur. J. 13/2020) Gotico, Philipp; Moonshiram, Dooshaye; Liu, Cunming Chemistry – A European Journal, Vol. 26, Issue 13 https://doi.org/10.1002/chem.202000227	journal	January 2020

Similar Records

pH-Dependent Reduction Potentials and Proton-Coupled Electron Transfer Mechanisms in Hydrogen-Producing Nickel Molecular Electrocatalysts

Journal Article · Mon Apr 01 00:00:00 EDT 2013 · Inorganic Chemistry, 52(7):3643-3652 · OSTI ID:1454543

Horvath, Samantha; Fernandez, Laura; Appel, Aaron M.; +1 more

Controlling proton movement: electrocatalytic oxidation of hydrogen by a nickel( ii ) complex containing proton relays in the second and outer coordination spheres

Journal Article · Wed Jan 01 00:00:00 EST 2014 · Dalton Transactions · OSTI ID:1454543

Das, Parthapratim; Ho, Ming-Hsun; O'Hagan, Molly; +4 more

Nickel phlorin intermediate formed by proton-coupled electron transfer in hydrogen evolution mechanism

Journal Article · Thu Dec 10 00:00:00 EST 2015 · Proceedings of the National Academy of Sciences of the United States of America · OSTI ID:1454543

Solis, Brian H.; Maher, Andrew G.; Dogutan, Dilek K.; +2 more

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Title: Electrode initiated proton-coupled electron transfer to promote degradation of a nickel(ii) coordination complex

Citation Formats

References (59)

Cited By (8)

Similar Records

Related Subjects