Hydricity of Transition-Metal Hydrides: Thermodynamic Considerations for CO2 Reduction

Waldie, Kate M.; Ostericher, Andrew L.; Reineke, Mark H.; Sasayama, Alissa F.; Kubiak, Clifford P.

doi:10.1021/acscatal.7b03396

Title: Hydricity of Transition-Metal Hydrides: Thermodynamic Considerations for CO₂ Reduction

Journal Article · 29 December 2017 · ACS Catalysis

DOI: https://doi.org/10.1021/acscatal.7b03396 · OSTI ID:1417924

^[1]; Ostericher, Andrew L. ^[1]; Reineke, Mark H. ^[1]; Sasayama, Alissa F. ^[1];

^[1]

Univ. of California, San Diego, CA (United States)

The hydricity ΔG°_H- of a metal hydride is an important parameter for describing the reactivity of such complexes. Here, we compile a comprehensive data set consisting of 51 transition-metal hydride complexes [M-H]^(n-1)+ with known ΔG°_H- values in acetonitrile for which the one-electron reduction of the parent complex [M]ⁿ⁺ is reversible. Plotting the hydricity as a function of respective E_1/2(M^n+/(n-1)+) yields a robust linear correlation. While this correlation has been previously noted for limited data sets, our analysis demonstrates that this trend extends over a wide range of metal identities, ligand architectures, structural geometries, and overall charges of the metal hydride. This correlation is modeled using established thermochemical cycles relating the hydricity and homolytic bond free energy of the metal-hydride bond. The linear trend of the model enables the estimation of hydricity simply on the basis of the reduction potential of the parent complex and thus provides a guide for the rational design and tuning of metal hydride catalysts for small-molecule reduction, such as CO₂ to formic acid.

View Journal Article

Cite

Export

Save

Research Organization:: Univ. of California, San Diego, CA (United States)

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

Grant/Contract Number:: SC0004993

OSTI ID:: 1417924

Alternate ID(s):: OSTI ID: 1508329

Journal Information:: ACS Catalysis, Vol. 8, Issue 2; ISSN 2155-5435

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

Citation Metrics:

Cited by: 158 works

Citation information provided by
Web of Science

References (107)

An Efficient and Chemoselective Iron Catalyst for the Hydrogenation of Ketones Casey, Charles P.; Guan, Hairong Journal of the American Chemical Society, Vol. 129, Issue 18 https://doi.org/10.1021/ja071159f	journal	May 2007
Shvo's diruthenium complex: a robust catalyst Karvembu, R.; Prabhakaran, R.; Natarajan, K. Coordination Chemistry Reviews, Vol. 249, Issue 9-10 https://doi.org/10.1016/j.ccr.2004.09.025	journal	May 2005
Ruthenium(II) Terdentate CNN Complexes: Superlative Catalysts for the Hydrogen-Transfer Reduction of Ketones by Reversible Insertion of a Carbonyl Group into the RuH Bond Baratta, Walter; Chelucci, Giorgio; Gladiali, Serafino Angewandte Chemie International Edition, Vol. 44, Issue 38 https://doi.org/10.1002/anie.200502118	journal	September 2005
Efficient hydrogenation of organic carbonates, carbamates and formates indicates alternative routes to methanol based on CO2 and CO Balaraman, Ekambaram; Gunanathan, Chidambaram; Zhang, Jing Nature Chemistry, Vol. 3, Issue 8 https://doi.org/10.1038/nchem.1089	journal	July 2011
The Golden Age of Transfer Hydrogenation Wang, Dong; Astruc, Didier Chemical Reviews, Vol. 115, Issue 13 https://doi.org/10.1021/acs.chemrev.5b00203	journal	June 2015
Catalytic Ionic Hydrogenations Bullock, R. Morris Chemistry - A European Journal, Vol. 10, Issue 10 https://doi.org/10.1002/chem.200305639	journal	May 2004
Selective Electrocatalytic Reduction of CO ₂ to Formate by Water-Stable Iridium Dihydride Pincer Complexes Kang, Peng; Cheng, Chen; Chen, Zuofeng Journal of the American Chemical Society, Vol. 134, Issue 12 https://doi.org/10.1021/ja300543s	journal	March 2012
Hydrogenation of Carboxylic Acids Catalyzed by Half-Sandwich Complexes of Iridium and Rhodium Brewster, Timothy P.; Miller, Alexander J. M.; Heinekey, D. Michael Journal of the American Chemical Society, Vol. 135, Issue 43 https://doi.org/10.1021/ja408149n	journal	October 2013
Transition Metal-Catalyzed Hydrosilylation of Carbonyl Compounds and Imines. a Review Díez-González, Silvia; Nolan, Steven P. Organic Preparations and Procedures International, Vol. 39, Issue 6 https://doi.org/10.1080/00304940709458641	journal	December 2007
Asymmetric hydrogenation, transfer hydrogenation and hydrosilylation of ketones catalyzed by iron complexes Morris, Robert H. Chemical Society Reviews, Vol. 38, Issue 8 https://doi.org/10.1039/b806837m	journal	January 2009
Well-defined transition metal hydrides in catalytic isomerizations Larionov, Evgeny; Li, Houhua; Mazet, Clément Chemical Communications, Vol. 50, Issue 69 https://doi.org/10.1039/C4CC02399D	journal	January 2014
Alternative Metals for Homogeneous Catalyzed Hydroformylation Reactions Pospech, Jola; Fleischer, Ivana; Franke, Robert Angewandte Chemie International Edition, Vol. 52, Issue 10 https://doi.org/10.1002/anie.201208330	journal	February 2013
Some general principles for designing electrocatalysts with hydrogenase activity Artero, V.; Fontecave, M. Coordination Chemistry Reviews, Vol. 249, Issue 15-16 https://doi.org/10.1016/j.ccr.2005.01.014	journal	August 2005
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
Production of hydrogen by electrocatalysis: making the H–H bond by combining protons and hydrides Bullock, R. Morris; Appel, Aaron M.; Helm, Monte L. Chem. Commun., Vol. 50, Issue 24 https://doi.org/10.1039/C3CC46135A	journal	January 2014
CO ₂ Hydrogenation to Formate and Methanol as an Alternative to Photo- and Electrochemical CO ₂ Reduction Wang, Wan-Hui; Himeda, Yuichiro; Muckerman, James T. Chemical Reviews, Vol. 115, Issue 23 https://doi.org/10.1021/acs.chemrev.5b00197	journal	August 2015
CO ₂ Hydrogenation Catalyzed by Iridium Complexes with a Proton-Responsive Ligand Onishi, Naoya; Xu, Shaoan; Manaka, Yuichi Inorganic Chemistry, Vol. 54, Issue 11 https://doi.org/10.1021/ic502904q	journal	February 2015
Hydricity of an Fe–H Species and Catalytic CO ₂ Hydrogenation Fong, Henry; Peters, Jonas C. Inorganic Chemistry, Vol. 54, Issue 11 https://doi.org/10.1021/ic502508p	journal	December 2014
Efficient and Mild Carbon Dioxide Hydrogenation to Formate Catalyzed by Fe(II) Hydrido Carbonyl Complexes Bearing 2,6-(Diaminopyridyl)diphosphine Pincer Ligands Bertini, Federica; Gorgas, Nikolaus; Stöger, Berthold ACS Catalysis, Vol. 6, Issue 5 https://doi.org/10.1021/acscatal.6b00416	journal	April 2016
Triphosphine-Ligated Copper Hydrides for CO ₂ Hydrogenation: Structure, Reactivity, and Thermodynamic Studies Zall, Christopher M.; Linehan, John C.; Appel, Aaron M. Journal of the American Chemical Society, Vol. 138, Issue 31 https://doi.org/10.1021/jacs.6b05349	journal	August 2016
Catalytic Hydrogenation of CO ₂ by Fe Complexes Containing Pendant Amines: Role of Water and Base Rawat, Kuber Singh; Mahata, Arup; Pathak, Biswarup The Journal of Physical Chemistry C, Vol. 120, Issue 47 https://doi.org/10.1021/acs.jpcc.6b09333	journal	November 2016
Hydrogenation of CO ₂ in Water Using a Bis(diphosphine) Ni–H Complex Burgess, Samantha A.; Kendall, Alexander J.; Tyler, David R. ACS Catalysis, Vol. 7, Issue 4 https://doi.org/10.1021/acscatal.7b00350	journal	March 2017
Formation of a metal-hydride bond and the insertion of carbon dioxide. Key steps in the electrocatalytic reduction of carbon dioxide to formate anion Pugh, J. Richard.; Bruce, Mitchell R. M.; Sullivan, B. Patrick. Inorganic Chemistry, Vol. 30, Issue 1 https://doi.org/10.1021/ic00001a016	journal	January 1991
Making C–H bonds with CO ₂ : production of formate by molecular electrocatalysts Taheri, Atefeh; Berben, Louise A. Chemical Communications, Vol. 52, Issue 9 https://doi.org/10.1039/C5CC09041E	journal	January 2016
Hydricity of transition-metal hydrides and its role in CO2 reduction DuBois, Daniel L.; Berning, Douglas E. Applied Organometallic Chemistry, Vol. 14, Issue 12 https://doi.org/10.1002/1099-0739(200012)14:12<860::AID-AOC87>3.0.CO;2-A	journal	January 2000
Thermodynamic and Kinetic Hydricity of Ruthenium(II) Hydride Complexes Matsubara, Yasuo; Fujita, Etsuko; Doherty, Mark D. Journal of the American Chemical Society, Vol. 134, Issue 38 https://doi.org/10.1021/ja302937q	journal	September 2012
Thermodynamic Hydricity of Transition Metal Hydrides Wiedner, Eric S.; Chambers, Matthew B.; Pitman, Catherine L. Chemical Reviews, Vol. 116, Issue 15 https://doi.org/10.1021/acs.chemrev.6b00168	journal	June 2016
Hydricities of d ⁶ Metal Hydride Complexes in Water Creutz, Carol; Chou, Mei H. Journal of the American Chemical Society, Vol. 131, Issue 8 https://doi.org/10.1021/ja809724s	journal	March 2009
Aqueous Hydricity of Late Metal Catalysts as a Continuum Tuned by Ligands and the Medium Pitman, Catherine L.; Brereton, Kelsey R.; Miller, Alexander J. M. Journal of the American Chemical Society, Vol. 138, Issue 7 https://doi.org/10.1021/jacs.5b12363	journal	February 2016
Nature of bis(2,2'-bipyridine)rhodium(I) in aqueous solutions Chou, Mei.; Creutz, Carol.; Mahajan, Devinder. Inorganic Chemistry, Vol. 21, Issue 11 https://doi.org/10.1021/ic00141a023	journal	November 1982
Solvation Effects on Transition Metal Hydricity Tsay, Charlene; Livesay, Brooke N.; Ruelas, Samantha Journal of the American Chemical Society, Vol. 137, Issue 44 https://doi.org/10.1021/jacs.5b07777	journal	November 2015
Solvent influence on the thermodynamics for hydride transfer from bis(diphosphine) complexes of nickel Connelly Robinson, Samantha J.; Zall, Christopher M.; Miller, Deanna L. Dalton Transactions, Vol. 45, Issue 24 https://doi.org/10.1039/C6DT00309E	journal	January 2016
An Iron Electrocatalyst for Selective Reduction of CO ₂ to Formate in Water: Including Thermochemical Insights Taheri, Atefeh; Thompson, Emily J.; Fettinger, James C. ACS Catalysis, Vol. 5, Issue 12 https://doi.org/10.1021/acscatal.5b01708	journal	November 2015
Relative Hydride, Proton, and Hydrogen Atom Transfer Abilities of [HM(diphosphine) ₂ ]PF ₆ Complexes (M = Pt, Ni) Berning, Douglas E.; Noll, Bruce C.; DuBois, Daniel L. Journal of the American Chemical Society, Vol. 121, Issue 49 https://doi.org/10.1021/ja991888y	journal	December 1999
Hydride Affinities of Arylcarbenium Ions and Iminium Ions in Dimethyl Sulfoxide and Acetonitrile Zhang, Xian-Man; Bruno, Joseph W.; Enyinnaya, Emmeline The Journal of Organic Chemistry, Vol. 63, Issue 14 https://doi.org/10.1021/jo980120d	journal	July 1998
Comprehensive Thermodynamics of Nickel Hydride Bis(Diphosphine) Complexes: A Predictive Model through Computations Chen, Shentan; Rousseau, Roger; Raugei, Simone Organometallics, Vol. 30, Issue 22 https://doi.org/10.1021/om200645x	journal	November 2011
Computing Free Energy Landscapes: Application to Ni-based Electrocatalysts with Pendant Amines for H ₂ Production and Oxidation Chen, Shentan; Ho, Ming-Hsun; Bullock, R. Morris ACS Catalysis, Vol. 4, Issue 1 https://doi.org/10.1021/cs401104w	journal	December 2013
Toward Molecular Catalysts by Computer Raugei, Simone; DuBois, Daniel L.; Rousseau, Roger Accounts of Chemical Research, Vol. 48, Issue 2 https://doi.org/10.1021/ar500342g	journal	January 2015
Substituent Effects on Cobalt Diglyoxime Catalysts for Hydrogen Evolution Solis, Brian H.; Hammes-Schiffer, Sharon Journal of the American Chemical Society, Vol. 133, Issue 47 https://doi.org/10.1021/ja208091e	journal	November 2011
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
Experimental and Computational Mechanistic Studies Guiding the Rational Design of Molecular Electrocatalysts for Production and Oxidation of Hydrogen Raugei, Simone; Helm, Monte L.; Hammes-Schiffer, Sharon Inorganic Chemistry, Vol. 55, Issue 2 https://doi.org/10.1021/acs.inorgchem.5b02262	journal	November 2015
Quinone 1 e ^– and 2 e ^– /2 H ⁺ Reduction Potentials: Identification and Analysis of Deviations from Systematic Scaling Relationships Huynh, Mioy T.; Anson, Colin W.; Cavell, Andrew C. Journal of the American Chemical Society, Vol. 138, Issue 49 https://doi.org/10.1021/jacs.6b05797	journal	November 2016
Trends in Homolytic Bond Dissociation Energies of Five- and Six-Coordinate Hydrides of Group 9 Transition Metals: Co, Rh, Ir Glezakou, Vassiliki-Alexandra; Rousseau, Roger; Elbert, Stephen T. The Journal of Physical Chemistry A, Vol. 121, Issue 9 https://doi.org/10.1021/acs.jpca.6b11655	journal	February 2017
Quantification of Thermodynamic Hydridicity of Hydride Complexes of Mn, Re, Mo, and W Using the Molecular Electrostatic Potential Sandhya, K. S.; Suresh, Cherumuttathu H. The Journal of Physical Chemistry A, Vol. 121, Issue 14 https://doi.org/10.1021/acs.jpca.6b12271	journal	March 2017
Free-Energy Relationships between the Proton and Hydride Donor Abilities of [HNi(diphosphine) ₂ ] ⁺ Complexes and the Half-Wave Potentials of Their Conjugate Bases Berning, Douglas E.; Miedaner, Alex; Curtis, Calvin J. Organometallics, Vol. 20, Issue 9 https://doi.org/10.1021/om0100582	journal	April 2001
Electrocatalytic Oxidation of Formate by [Ni(P ^R ₂ N ^R′ ₂ ) ₂ (CH ₃ CN)] ²⁺ Complexes Galan, Brandon R.; Schöffel, Julia; Linehan, John C. Journal of the American Chemical Society, Vol. 133, Issue 32 https://doi.org/10.1021/ja204489e	journal	August 2011
Studies of a Series of [Ni(P ^R ₂ N ^Ph ₂ ) ₂ (CH ₃ CN)] ²⁺ Complexes as Electrocatalysts for H ₂ Production: Substituent Variation at the Phosphorus Atom of the P ₂ N ₂ Ligand Kilgore, Uriah J.; Stewart, Michael P.; Helm, Monte L. Inorganic Chemistry, Vol. 50, Issue 21 https://doi.org/10.1021/ic201461a	journal	November 2011
Using Ligand Bite Angles To Control the Hydricity of Palladium Diphosphine Complexes Raebiger, James W.; Miedaner, Alex; Curtis, Calvin J. Journal of the American Chemical Society, Vol. 126, Issue 17 https://doi.org/10.1021/ja0395240	journal	May 2004
Periodic Trends in Metal Hydride Donor Thermodynamics: Measurement and Comparison of the Hydride Donor Abilities of the Series HM(PNP) ₂ ⁺ (M = Ni, Pd, Pt; PNP = Et ₂ PCH ₂ N(Me)CH ₂ PEt ₂ ) Curtis, Calvin J.; Miedaner, Alex; Raebiger, James W. Organometallics, Vol. 23, Issue 3 https://doi.org/10.1021/om0342816	journal	February 2004
One-Electron and Two-Electron Transfers in Electrochemistry and Homogeneous Solution Reactions Evans, Dennis H. Chemical Reviews, Vol. 108, Issue 7 https://doi.org/10.1021/cr068066l	journal	July 2008
Incorporation of Pendant Bases into Rh(diphosphine) ₂ Complexes: Synthesis, Thermodynamic Studies, And Catalytic CO ₂ Hydrogenation Activity of [Rh(P ₂ N ₂ ) ₂ ] ⁺ Complexes Lilio, Alyssia M.; Reineke, Mark H.; Moore, Curtis E. Journal of the American Chemical Society, Vol. 137, Issue 25 https://doi.org/10.1021/jacs.5b04291	journal	June 2015
HRh(dppb) ₂ , a Powerful Hydride Donor Price, Andrew J.; Ciancanelli, Rebecca; Noll, Bruce C. Organometallics, Vol. 21, Issue 22 https://doi.org/10.1021/om020421k	journal	October 2002
Ab Initio Calculations of Thermodynamic Hydricities of Transition-Metal Hydrides in Acetonitrile Qi, Xiu-Juan; Fu, Yao; Liu, Lei Organometallics, Vol. 26, Issue 17 https://doi.org/10.1021/om0702429	journal	August 2007
Thermodynamic Studies of HRh(depx) ₂ and [(H) ₂ Rh(depx) ₂ ](CF ₃ SO ₃ ): Relationships between Five-Coordinate Monohydrides and Six-Coordinate Dihydrides Raebiger, James W.; DuBois, Daniel L. Organometallics, Vol. 24, Issue 1 https://doi.org/10.1021/om049437w	journal	January 2005
Comprehensive Thermodynamic Characterization of the Metal−Hydrogen Bond in a Series of Cobalt-Hydride Complexes Ciancanelli, Rebecca; Noll, Bruce C.; DuBois, Daniel L. Journal of the American Chemical Society, Vol. 124, Issue 12, p. 2984-2992 https://doi.org/10.1021/ja0122804	journal	March 2002
Measurement of the Hydride Donor Abilities of [HM(diphosphine) ₂ ] ⁺ Complexes (M = Ni, Pt) by Heterolytic Activation of Hydrogen Curtis, Calvin J.; Miedaner, Alex; Ellis, William W. Journal of the American Chemical Society, Vol. 124, Issue 9 https://doi.org/10.1021/ja0116829	journal	March 2002
[Ni(P ^Me ₂ N ^Ph ₂ ) ₂ ](BF ₄ ) ₂ as an Electrocatalyst for H ₂ Production Wiese, Stefan; Kilgore, Uriah J.; DuBois, Daniel L. ACS Catalysis, Vol. 2, Issue 5 https://doi.org/10.1021/cs300019h	journal	March 2012
Reduction of oxygen catalyzed by nickel diphosphine complexes with positioned pendant amines Yang, Jenny Y.; Bullock, R. Morris; Dougherty, William G. Dalton Transactions, Vol. 39, Issue 12 https://doi.org/10.1039/b921245k	journal	January 2010
A DFT Study: Why Do [Ni(P ^R ₂ N ^{R ^′} ₂ ) ₂ ] ²⁺ Complexes Facilitate the Electrocatalytic Oxidation of Formate? Xue, Liqin; Ahlquist, Mårten S. G. Inorganic Chemistry, Vol. 53, Issue 7 https://doi.org/10.1021/ic4027317	journal	March 2014
Thermodynamic Properties of the Ni−H Bond in Complexes of the Type [HNi(P ₂ ^R N ₂ ^R ^‘ ) ₂ ](BF ₄ ) and Evaluation of Factors That Control Catalytic Activity for Hydrogen Oxidation/Production Fraze, Kendra; Wilson, Aaron D.; Appel, Aaron M. Organometallics, Vol. 26, Issue 16 https://doi.org/10.1021/om070143v	journal	July 2007
Incorporating Amino Acid Esters into Catalysts for Hydrogen Oxidation: Steric and Electronic Effects and the Role of Water as a Base Lense, Sheri; Ho, Ming-Hsun; Chen, Shentan Organometallics, Vol. 31, Issue 19 https://doi.org/10.1021/om300409y	journal	September 2012
Two Pathways for Electrocatalytic Oxidation of Hydrogen by a Nickel Bis(diphosphine) Complex with Pendant Amines in the Second Coordination Sphere Yang, Jenny Y.; Smith, Stuart E.; Liu, Tianbiao Journal of the American Chemical Society, Vol. 135, Issue 26 https://doi.org/10.1021/ja400705a	journal	June 2013
Mechanistic Insights into Catalytic H ₂ Oxidation by Ni Complexes Containing a Diphosphine Ligand with a Positioned Amine Base Yang, Jenny Y.; Bullock, R. Morris; Shaw, Wendy J. Journal of the American Chemical Society, Vol. 131, Issue 16 https://doi.org/10.1021/ja900483x	journal	April 2009
Striking Differences in Properties of Geometric Isomers of [Ir(tpy)(ppy)H] ⁺ : Experimental and Computational Studies of their Hydricities, Interaction with CO ₂ , and Photochemistry Garg, Komal; Matsubara, Yasuo; Ertem, Mehmed Z. Angewandte Chemie International Edition, Vol. 54, Issue 47 https://doi.org/10.1002/anie.201506961	journal	October 2015
Electrochemical Detection of Transient Cobalt Hydride Intermediates of Electrocatalytic Hydrogen Production Wiedner, Eric S.; Bullock, R. Morris Journal of the American Chemical Society, Vol. 138, Issue 26 https://doi.org/10.1021/jacs.6b04779	journal	June 2016
Photoswitchable Hydride Transfer from Iridium to 1-Methylnicotinamide Rationalized by Thermochemical Cycles Barrett, Seth M.; Pitman, Catherine L.; Walden, Andrew G. Journal of the American Chemical Society, Vol. 136, Issue 42 https://doi.org/10.1021/ja508762g	journal	October 2014
Reaction Parameters Influencing Cobalt Hydride Formation Kinetics: Implications for Benchmarking H ₂ -Evolution Catalysts Elgrishi, Noémie; Kurtz, Daniel A.; Dempsey, Jillian L. Journal of the American Chemical Society, Vol. 139, Issue 1 https://doi.org/10.1021/jacs.6b10148	journal	December 2016
Cobalt Complexes Containing Pendant Amines in the Second Coordination Sphere as Electrocatalysts for H ₂ Production Fang, Ming; Wiedner, Eric S.; Dougherty, William G. Organometallics, Vol. 33, Issue 20 https://doi.org/10.1021/om5004607	journal	June 2014
Transition metal-hydrogen and metal-carbon bond strengths: the keys to catalysis Simoes, J. A. Martinho; Beauchamp, J. L. Chemical Reviews, Vol. 90, Issue 4 https://doi.org/10.1021/cr00102a004	journal	June 1990
Determination of the metal-hydrogen and metal-methyl bond dissociation energies of the second-row, Group 8 transition metal cations Mandich, M. L.; Halle, L. F.; Beauchamp, J. L. Journal of the American Chemical Society, Vol. 106, Issue 16 https://doi.org/10.1021/ja00328a019	journal	August 1984
Periodic trends in transition metal-hydrogen, metal-carbon, and metal-oxygen bond dissociation energies. Correlation with reactivity and electronic structure Armentrout, P. B.; Halle, L. F.; Beauchamp, J. L. Journal of the American Chemical Society, Vol. 103, Issue 21 https://doi.org/10.1021/ja00411a043	journal	October 1981
Bond energies in solution from electrode potentials and thermochemical cycles. A simplified and general approach Wayner, Danial D. M.; Parker, Vernon D. Accounts of Chemical Research, Vol. 26, Issue 5 https://doi.org/10.1021/ar00029a010	journal	May 1993
Solution homolytic bond dissociation energies of organotransition-metal hydrides Tilset, Mats; Parker, Vernon D. Journal of the American Chemical Society, Vol. 111, Issue 17 https://doi.org/10.1021/ja00199a034	journal	August 1989
Transition-metal hydride bond energies: first and second row Elkind, J. L.; Armentrout, P. B. Inorganic Chemistry, Vol. 25, Issue 8 https://doi.org/10.1021/ic00228a004	journal	April 1986
Activation of carbonhydrogen bonds by metal complexes: Mechanistic, kinetic and thermodynamic considerations Halpern, Jack Inorganica Chimica Acta, Vol. 100, Issue 1 https://doi.org/10.1016/S0020-1693(00)88292-4	journal	May 1985
Thermodynamic Studies of [HPt(EtXantphos) ₂ ] ⁺ and [(H) ₂ Pt(EtXantphos) ₂ ] ²⁺ Miedaner, Alex; Raebiger, James W.; Curtis, Calvin J. Organometallics, Vol. 23, Issue 11 https://doi.org/10.1021/om034238i	journal	May 2004
Understanding the Relationship Between Kinetics and Thermodynamics in CO ₂ Hydrogenation Catalysis Jeletic, Matthew S.; Hulley, Elliott B.; Helm, Monte L. ACS Catalysis, Vol. 7, Issue 9 https://doi.org/10.1021/acscatal.7b01673	journal	August 2017
Electrochemical parametrization of metal complex redox potentials, using the ruthenium(III)/ruthenium(II) couple to generate a ligand electrochemical series Lever, A. B. P. Inorganic Chemistry, Vol. 29, Issue 6, p. 1271-1285 https://doi.org/10.1021/ic00331a030	journal	March 1990
A study of solvent and substituent effects on the redox potentials and electron-transfer rate constants of substituted iron meso-tetraphenylporphyrins Kadish, K. M.; Morrison, M. M.; Constant, L. A. Journal of the American Chemical Society, Vol. 98, Issue 26 https://doi.org/10.1021/ja00442a013	journal	December 1976
Substituent effects and bonding characteristics in (o-benzoquinone diimine)bis(bipyridine)ruthenium(II) complexes Masui, Hitoshi; Lever, A. B. P.; Dodsworth, Elaine S. Inorganic Chemistry, Vol. 32, Issue 3 https://doi.org/10.1021/ic00055a005	journal	February 1993
Ligand based redox series Vlc̆ek, A. A. Coordination Chemistry Reviews, Vol. 43 https://doi.org/10.1016/S0010-8545(00)82091-3	journal	May 1982
Complexes of the Ruthenium(II)-2,2':6',2''-terpyridine Family. Effect of Electron-Accepting and -Donating Substituents on the Photophysical and Electrochemical Properties Maestri, Mauro; Armaroli, Nicola; Balzani, Vincenzo Inorganic Chemistry, Vol. 34, Issue 10 https://doi.org/10.1021/ic00114a039	journal	May 1995
Hydricities of BzNADH, C ₅ H ₅ Mo(PMe ₃ )(CO) ₂ H, and C ₅ Me ₅ Mo(PMe ₃ )(CO) ₂ H in Acetonitrile Ellis, William W.; Raebiger, James W.; Curtis, Calvin J. Journal of the American Chemical Society, Vol. 126, Issue 9 https://doi.org/10.1021/ja038567d	journal	March 2004
Recent advances in the chemistry of dihydropyridines Stout, David M.; Meyers, A. I. Chemical Reviews, Vol. 82, Issue 2 https://doi.org/10.1021/cr00048a004	journal	April 1982
The power to reduce: pyridine nucleotides – small molecules with a multitude of functions Pollak, Nadine; Dölle, Christian; Ziegler, Mathias Biochemical Journal, Vol. 402, Issue 2 https://doi.org/10.1042/BJ20061638	journal	February 2007
NAD+ metabolism in health and disease Belenky, Peter; Bogan, Katrina L.; Brenner, Charles Trends in Biochemical Sciences, Vol. 32, Issue 1 https://doi.org/10.1016/j.tibs.2006.11.006	journal	January 2007
The coordination chemistry of organo-hydride donors: new prospects for efficient multi-electron reduction McSkimming, Alex; Colbran, Stephen B. Chemical Society Reviews, Vol. 42, Issue 12 https://doi.org/10.1039/c3cs35466k	journal	January 2013
Marcus theory of hydride transfer from an anionic reduced deazaflavin to NAD+ analogs Lee, In Sook Han.; Ostovic, Drazen.; Kreevoy, Maurice. Journal of the American Chemical Society, Vol. 110, Issue 12 https://doi.org/10.1021/ja00220a043	journal	June 1988
Hydride affinities of organic radicals in solution. A comparison of free radicals and carbenium ions as hydride ion acceptors Handoo, Kishan L.; Cheng, Jin Pei; Parker, Vernon D. Journal of the American Chemical Society, Vol. 115, Issue 12 https://doi.org/10.1021/ja00065a017	journal	June 1993
Relative bond dissociation energies for some NADH model compounds from hydride transfer/electron transfer equilibria in acetonitrile Klippenstein, J.; Arya, P.; Wayner, D. D. M. The Journal of Organic Chemistry, Vol. 56, Issue 24 https://doi.org/10.1021/jo00024a004	journal	November 1991
Theoretical Investigation of a Parallel Catalytic Cycle in CO ₂ Hydrogenation by (PNP)IrH ₃ Osadchuk, Irina; Tamm, Toomas; Ahlquist, Mårten S. G. Organometallics, Vol. 34, Issue 20 https://doi.org/10.1021/acs.organomet.5b00448	journal	July 2015
Electrocatalytic and homogeneous approaches to conversion of CO ₂ to liquid fuels Benson, Eric E.; Kubiak, Clifford P.; Sathrum, Aaron J. Chem. Soc. Rev., Vol. 38, Issue 1 https://doi.org/10.1039/B804323J	journal	January 2009
Standard Reduction Potentials for Oxygen and Carbon Dioxide Couples in Acetonitrile and N , N -Dimethylformamide Pegis, Michael L.; Roberts, John A. S.; Wasylenko, Derek J. Inorganic Chemistry, Vol. 54, Issue 24 https://doi.org/10.1021/acs.inorgchem.5b02136	journal	December 2015
Evaluating the Thermodynamics of Electrocatalytic N ₂ Reduction in Acetonitrile Lindley, Brian M.; Appel, Aaron M.; Krogh-Jespersen, Karsten ACS Energy Letters, Vol. 1, Issue 4 https://doi.org/10.1021/acsenergylett.6b00319	journal	September 2016
Determining the Overpotential for a Molecular Electrocatalyst Appel, Aaron M.; Helm, Monte L. ACS Catalysis, Vol. 4, Issue 2 https://doi.org/10.1021/cs401013v	journal	December 2013
The kinetics and mechanism of the organo-iridium-catalysed enantioselective reduction of imines Stirling, Matthew J.; Sweeney, Gemma; MacRory, Kerry Organic & Biomolecular Chemistry, Vol. 14, Issue 14 https://doi.org/10.1039/C6OB00245E	journal	January 2016
Standard Electrode Potentials and Temperature Coefficients in Water at 298.15 K Bratsch, Steven G. Journal of Physical and Chemical Reference Data, Vol. 18, Issue 1 https://doi.org/10.1063/1.555839	journal	January 1989
Estimates of hydride ion stability in condensed systems: energy of formation and solvation in aqueous and polar-organic solvents Kelly, Craig A.; Rosseinsky, David R. Physical Chemistry Chemical Physics, Vol. 3, Issue 11 https://doi.org/10.1039/b010092g	journal	January 2001
Thermochemical and Mechanistic Studies of Electrocatalytic Hydrogen Production by Cobalt Complexes Containing Pendant Amines Wiedner, Eric S.; Appel, Aaron M.; DuBois, Daniel L. Inorganic Chemistry, Vol. 52, Issue 24 https://doi.org/10.1021/ic4025475	journal	November 2013
Comprehensive Thermochemistry of W–H Bonding in the Metal Hydrides CpW(CO) ₂ (IMes)H, [CpW(CO) ₂ (IMes)H] ^•+ , and [CpW(CO) ₂ (IMes)(H) ₂ ] ⁺ . Influence of an N -Heterocyclic Carbene Ligand on Metal Hydride Bond Energies Roberts, John A. S.; Appel, Aaron M.; DuBois, Daniel L. Journal of the American Chemical Society, Vol. 133, Issue 37 https://doi.org/10.1021/ja202830w	journal	September 2011
A new group of ruthenium complexes: structure and catalysis Shvo, Youval.; Czarkie, Dorotha.; Rahamim, Yocheved. Journal of the American Chemical Society, Vol. 108, Issue 23 https://doi.org/10.1021/ja00283a041	journal	November 1986
Metal−Ligand Bifunctional Catalysis: A Nonclassical Mechanism for Asymmetric Hydrogen Transfer between Alcohols and Carbonyl Compounds Noyori, Ryoji; Yamakawa, Masashi; Hashiguchi, Shohei The Journal of Organic Chemistry, Vol. 66, Issue 24 https://doi.org/10.1021/jo010721w	journal	November 2001
Cp*Co(III) Catalysts with Proton-Responsive Ligands for Carbon Dioxide Hydrogenation in Aqueous Media Badiei, Yosra M.; Wang, Wan-Hui; Hull, Jonathan F. Inorganic Chemistry, Vol. 52, Issue 21 https://doi.org/10.1021/ic401707u	journal	October 2013
Experimental and Theoretical Study of CO ₂ Insertion into Ruthenium Hydride Complexes Ramakrishnan, Srinivasan; Waldie, Kate M.; Warnke, Ingolf Inorganic Chemistry, Vol. 55, Issue 4 https://doi.org/10.1021/acs.inorgchem.5b02556	journal	February 2016
Reversible Hydrogenation of Carbon Dioxide to Formic Acid and Methanol: Lewis Acid Enhancement of Base Metal Catalysts Bernskoetter, Wesley H.; Hazari, Nilay Accounts of Chemical Research, Vol. 50, Issue 4 https://doi.org/10.1021/acs.accounts.7b00039	journal	February 2017
Catalytic CO ₂ Activation Assisted by Rhenium Hydride/B(C ₆ F ₅ ) ₃ Frustrated Lewis Pairs—Metal Hydrides Functioning as FLP Bases Jiang, Yanfeng; Blacque, Olivier; Fox, Thomas Journal of the American Chemical Society, Vol. 135, Issue 20 https://doi.org/10.1021/ja402381d	journal	May 2013
Lewis Acid-Assisted Formic Acid Dehydrogenation Using a Pincer-Supported Iron Catalyst Bielinski, Elizabeth A.; Lagaditis, Paraskevi O.; Zhang, Yuanyuan Journal of the American Chemical Society, Vol. 136, Issue 29 https://doi.org/10.1021/ja505241x	journal	July 2014

Cited By (15)

Hydride Pinning Pathway in the Hydrogenation of CO ₂ to Formic Acid on Dimeric Tin Dioxide Sarma, Plaban Jyoti; Baruah, Satyajit Dey; Logsdail, Andrew ChemPhysChem, Vol. 20, Issue 5 https://doi.org/10.1002/cphc.201801194	journal	February 2019
Diverse Catalytic Systems and Mechanistic Pathways for Hydrosilylative Reduction of CO ₂ Chen, Jiawei; McGraw, Michael; Chen, Eugene Y. ‐X. ChemSusChem, Vol. 12, Issue 20 https://doi.org/10.1002/cssc.201901764	journal	September 2019
Mapping free energy regimes in electrocatalytic reductions to screen transition metal-based catalysts Ramakrishnan, Srinivasan; Moretti, Ross A.; Chidsey, Christopher E. D. Chemical Science, Vol. 10, Issue 32 https://doi.org/10.1039/c9sc01766f	journal	January 2019
Reversible and Selective CO ₂ to HCO ₂ ⁻ Electrocatalysis near the Thermodynamic Potential Cunningham, Drew W.; Barlow, Jeffrey M.; Velazquez, Reyna S. Angewandte Chemie International Edition, Vol. 59, Issue 11 https://doi.org/10.1002/anie.201913198	journal	February 2020
Bulk gold catalyzes hydride transfer in the Cannizzaro and related reactions Fecteau, Kristopher M.; Gould, Ian R.; Williams, Lynda B. New Journal of Chemistry, Vol. 43, Issue 48 https://doi.org/10.1039/c9nj04029c	journal	January 2019
Thermodynamic targeting of electrocatalytic CO ₂ reduction: advantages, limitations, and insights for catalyst design Ostericher, Andrew L.; Porter, Tyler M.; Reineke, Mark H. Dalton Transactions, Vol. 48, Issue 42 https://doi.org/10.1039/c9dt03255j	journal	January 2019
[Re(η ⁶ -arene) ₂ ] ⁺ as a highly stable ferrocene-like scaffold for ligands and complexes Hernández-Valdés, Daniel; Avignon, Frédéric; Müller, Peter Dalton Transactions, Vol. 49, Issue 16 https://doi.org/10.1039/d0dt00731e	journal	January 2020
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
Role of Ligand in the Selective Production of Hydrogen from Formic Acid Catalysed by the Mononuclear Cationic Zinc Complexes [(L)Zn(H)] ⁺ (L=tpy, phen, and bpy) Piacentino, Elettra L.; Parker, Kevin; Gilbert, Thomas M. Chemistry – A European Journal, Vol. 25, Issue 42 https://doi.org/10.1002/chem.201901360	journal	July 2019
Photoinitiated Charge Transfer in a Triangular Silver(I) Hydride Complex and Its Oxophilicity Kruppa, Sebastian V.; Groß, Cedric; Gui, Xin Chemistry – A European Journal https://doi.org/10.1002/chem.201901981	journal	August 2019
Reversible and Selective CO ₂ to HCO ₂ ⁻ Electrocatalysis near the Thermodynamic Potential Cunningham, Drew W.; Barlow, Jeffrey M.; Velazquez, Reyna S. Angewandte Chemie, Vol. 132, Issue 11 https://doi.org/10.1002/ange.201913198	journal	March 2020
A look at periodic trends in d-block molecular electrocatalysts for CO ₂ reduction Jiang, Changcheng; Nichols, Asa W.; Machan, Charles W. Dalton Transactions, Vol. 48, Issue 26 https://doi.org/10.1039/c9dt00491b	journal	January 2019
Unambiguous hydrogenation of CO ₂ by coinage-metal hydride anions: an intuitive idea based on in silico experiments Habib, Md; Sarkar, Ritabrata; Biswas, Santu Physical Chemistry Chemical Physics, Vol. 21, Issue 14 https://doi.org/10.1039/c9cp00133f	journal	January 2019
Making a Splash in Homogeneous CO ₂ Hydrogenation: Elucidating the Impact of Solvent on Catalytic Mechanisms Wiedner, Eric S.; Linehan, John C. Chemistry – A European Journal, Vol. 24, Issue 64 https://doi.org/10.1002/chem.201801759	journal	July 2018
Photoinitiated Charge Transfer in a Triangular Silver(I) Hydride Complex and Its Oxophilicity Kruppa, Sebastian V.; Groß, Cedric; Gui, Xin Chemistry – A European Journal https://doi.org/10.1002/chem.201903110	journal	August 2019

Figures / Tables (19)

Similar Records

Thermodynamic Hydricities of Biomimetic Organic Hydride Donors

Journal Article · 2018 · Journal of the American Chemical Society · OSTI ID:1467646

Ilic, Stefan; Kadel, Usha Pandey; Basdogan, Yasemin; +2 more

Thermodynamic Hydricity of Transition Metal Hydrides

Journal Article · 2016 · Chemical Reviews · OSTI ID:1280195

Wiedner, Eric S.; Chambers, Matthew B.; Pitman, Catherine L.; +3 more

Thermodynamic and kinetic hydricities of metal-free hydrides

Journal Article · 2018 · Chemical Society Reviews · OSTI ID:1467650

Ilic, Stefan; Alherz, Abdulaziz; Musgrave, Charles B.; +1 more

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
carbon dioxide
catalyst design
CO2 hydrogenation
CO2 reduction
formic acid
hydricity
transition-metal hydride

Title: Hydricity of Transition-Metal Hydrides: Thermodynamic Considerations for CO2 Reduction

Citation Formats