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Title: Thermodynamic and kinetic hydricities of metal-free hydrides

Abstract

Metal-free hydrides are of increasing research interest due to their roles in recent scientific advances in catalysis, such as hydrogen activation with frustrated Lewis pairs and electrocatalytic CO 2 reduction with pyridinium and other aromatic cations. The structural design of hydrides for specific applications necessitates the correct description of their thermodynamic and kinetic prowess using reliable parameters – thermodynamic hydricity (ΔG H) and nucleophilicity ( N). This review summarizes reported experimental and calculated hydricity values for more than 200 metal-free hydride donors, including carbon-, boron-, nitrogen- and silicon-based hydrides. We describe different experimental and computational methods used to obtain these thermodynamic and kinetic parameters. Furthermore, tabulated data on metal-free hydrides are discussed in terms of structure–property relationships, relevance to catalysis and contemporary limitations for replacing transition-metal hydride catalysts. Lastly, several selected applications of metal-free hydrides in catalysis are described, including photosynthetic CO 2 reduction and hydrogen activation with frustrated Lewis pairs.

Authors:
ORCiD logo [1]; ORCiD logo [2]; ORCiD logo [3]; ORCiD logo [1]
  1. Univ. of Illinois at Chicago, Chicago, IL (United States); Argonne National Lab. (ANL), Lemont, IL (United States)
  2. Univ. of Colorado, Boulder, CO (United States)
  3. Univ. of Colorado, Boulder, CO (United States); National Renewable Energy Lab. (NREL), Golden, CO (United States)
Publication Date:
Research Org.:
Argonne National Lab. (ANL), Argonne, IL (United States)
Sponsoring Org.:
Petroleum Research Fund (PRF); National Science Foundation (NSF); Ohio Supercomputer Center (OSC); USDOE
OSTI Identifier:
1467650
Grant/Contract Number:  
AC02-06CH11357
Resource Type:
Accepted Manuscript
Journal Name:
Chemical Society Reviews
Additional Journal Information:
Journal Volume: 47; Journal Issue: 8; Journal ID: ISSN 0306-0012
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Ilic, Stefan, Alherz, Abdulaziz, Musgrave, Charles B., and Glusac, Ksenija D. Thermodynamic and kinetic hydricities of metal-free hydrides. United States: N. p., 2018. Web. doi:10.1039/C7CS00171A.
Ilic, Stefan, Alherz, Abdulaziz, Musgrave, Charles B., & Glusac, Ksenija D. Thermodynamic and kinetic hydricities of metal-free hydrides. United States. doi:10.1039/C7CS00171A.
Ilic, Stefan, Alherz, Abdulaziz, Musgrave, Charles B., and Glusac, Ksenija D. Thu . "Thermodynamic and kinetic hydricities of metal-free hydrides". United States. doi:10.1039/C7CS00171A. https://www.osti.gov/servlets/purl/1467650.
@article{osti_1467650,
title = {Thermodynamic and kinetic hydricities of metal-free hydrides},
author = {Ilic, Stefan and Alherz, Abdulaziz and Musgrave, Charles B. and Glusac, Ksenija D.},
abstractNote = {Metal-free hydrides are of increasing research interest due to their roles in recent scientific advances in catalysis, such as hydrogen activation with frustrated Lewis pairs and electrocatalytic CO2 reduction with pyridinium and other aromatic cations. The structural design of hydrides for specific applications necessitates the correct description of their thermodynamic and kinetic prowess using reliable parameters – thermodynamic hydricity (ΔGH–) and nucleophilicity (N). This review summarizes reported experimental and calculated hydricity values for more than 200 metal-free hydride donors, including carbon-, boron-, nitrogen- and silicon-based hydrides. We describe different experimental and computational methods used to obtain these thermodynamic and kinetic parameters. Furthermore, tabulated data on metal-free hydrides are discussed in terms of structure–property relationships, relevance to catalysis and contemporary limitations for replacing transition-metal hydride catalysts. Lastly, several selected applications of metal-free hydrides in catalysis are described, including photosynthetic CO2 reduction and hydrogen activation with frustrated Lewis pairs.},
doi = {10.1039/C7CS00171A},
journal = {Chemical Society Reviews},
number = 8,
volume = 47,
place = {United States},
year = {2018},
month = {3}
}

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Works referenced in this record:

Catalysis Research of Relevance to Carbon Management:  Progress, Challenges, and Opportunities
journal, April 2001

  • Arakawa, Hironori; Aresta, Michele; Armor, John N.
  • Chemical Reviews, Vol. 101, Issue 4
  • DOI: 10.1021/cr000018s

Reducing CO 2 to Methanol Using Frustrated Lewis Pairs: On the Mechanism of Phosphine–Borane-Mediated Hydroboration of CO 2
journal, July 2014

  • Courtemanche, Marc-André; Légaré, Marc-André; Maron, Laurent
  • Journal of the American Chemical Society, Vol. 136, Issue 30
  • DOI: 10.1021/ja5047846

Reversible, Metal-Free Hydrogen Activation
journal, November 2006


Catalytic Hydrogenation of α,β-Epoxy Ketones to Form β-Hydroxy Ketones Mediated by an NADH Coenzyme Model
journal, August 2006

  • Xu, Hua-Jian; Liu, You-Cheng; Fu, Yao
  • Organic Letters, Vol. 8, Issue 16
  • DOI: 10.1021/ol0610892

Theoretical Prediction of the Hydride Affinities of Various p - and o -Quinones in DMSO
journal, February 2007

  • Zhu, Xiao-Qing; Wang, Chun-Hua; Liang, Hao
  • The Journal of Organic Chemistry, Vol. 72, Issue 3
  • DOI: 10.1021/jo0621928

Non-Metal-Mediated Homogeneous Hydrogenation of CO2 to CH3OH
journal, December 2009

  • Ashley, Andrew E.; Thompson, Amber L.; O'Hare, Dermot
  • Angewandte Chemie International Edition, Vol. 48, Issue 52
  • DOI: 10.1002/anie.200905466

Reduction of CO 2 to Methanol Catalyzed by a Biomimetic Organo-Hydride Produced from Pyridine
journal, November 2014

  • Lim, Chern-Hooi; Holder, Aaron M.; Hynes, James T.
  • Journal of the American Chemical Society, Vol. 136, Issue 45
  • DOI: 10.1021/ja510131a

Molecular Interactions in Solution: An Overview of Methods Based on Continuous Distributions of the Solvent
journal, November 1994

  • Tomasi, Jacopo; Persico, Maurizio
  • Chemical Reviews, Vol. 94, Issue 7
  • DOI: 10.1021/cr00031a013

Synthesis of solar fuels by a novel photoelectrocatalytic approach
journal, January 2010

  • Ampelli, Claudio; Centi, Gabriele; Passalacqua, Rosalba
  • Energy & Environmental Science, Vol. 3, Issue 3
  • DOI: 10.1039/b925470f

Simultaneous Two-Hydrogen Transfer as a Mechanism for Efficient CO 2 Reduction
journal, October 2010

  • Zimmerman, Paul M.; Zhang, Zhiyong; Musgrave, Charles B.
  • Inorganic Chemistry, Vol. 49, Issue 19
  • DOI: 10.1021/ic100454z

Predicting Hydride Donor Strength via Quantum Chemical Calculations of Hydride Transfer Activation Free Energy
journal, January 2018

  • Alherz, Abdulaziz; Lim, Chern-Hooi; Hynes, James T.
  • The Journal of Physical Chemistry B, Vol. 122, Issue 3
  • DOI: 10.1021/acs.jpcb.7b12093

Hydride affinities of carbenium ions in acetonitrile and dimethyl sulfoxide solution
journal, April 1993

  • Cheng, Jinpei; Handoo, Kishan L.; Parker, Vernon D.
  • Journal of the American Chemical Society, Vol. 115, Issue 7
  • DOI: 10.1021/ja00060a014

Intrinsic barriers of reactions and the principle of nonperfect synchronization
journal, August 1987

  • Bernasconi, Claude F.
  • Accounts of Chemical Research, Vol. 20, Issue 8
  • DOI: 10.1021/ar00140a006

An Estimate of the Reduction Potential of B(C 6 F 5 ) 3 from Electrochemical Measurements on Related Mesityl Boranes
journal, March 2006

  • Cummings, Sarah A.; Iimura, Masanori; Harlan, C. Jeff
  • Organometallics, Vol. 25, Issue 7
  • DOI: 10.1021/om050003q

Results obtained with the correlation energy density functionals of becke and Lee, Yang and Parr
journal, May 1989


A review of methods for the calculation of solution free energies and the modelling of systems in solution
journal, January 2015

  • Skyner, R. E.; McDonagh, J. L.; Groom, C. R.
  • Physical Chemistry Chemical Physics, Vol. 17, Issue 9
  • DOI: 10.1039/C5CP00288E

Theoretical relations among rate constants, barriers, and Broensted slopes of chemical reactions
journal, March 1968

  • Marcus, Rudolph A.
  • The Journal of Physical Chemistry, Vol. 72, Issue 3
  • DOI: 10.1021/j100849a019

HRh(dppb) 2 , a Powerful Hydride Donor
journal, October 2002

  • Price, Andrew J.; Ciancanelli, Rebecca; Noll, Bruce C.
  • Organometallics, Vol. 21, Issue 22
  • DOI: 10.1021/om020421k

Hydricities of d 6 Metal Hydride Complexes in Water
journal, March 2009

  • Creutz, Carol; Chou, Mei H.
  • Journal of the American Chemical Society, Vol. 131, Issue 8
  • DOI: 10.1021/ja809724s

Density Functional Theory Calculation of p K a ’s of Thiols in Aqueous Solution Using Explicit Water Molecules and the Polarizable Continuum Model
journal, June 2016

  • Thapa, Bishnu; Schlegel, H. Bernhard
  • The Journal of Physical Chemistry A, Vol. 120, Issue 28
  • DOI: 10.1021/acs.jpca.6b05040

Remarkable accelerating and decelerating effects of the bases on CO2 reduction using a ruthenium NADH model complex
journal, December 2015


Frustrated Lewis Pairs: Metal-free Hydrogen Activation and More
journal, December 2009

  • Stephan, Douglas W.; Erker, Gerhard
  • Angewandte Chemie International Edition, Vol. 49, Issue 1
  • DOI: 10.1002/anie.200903708

Quantum Mechanical Continuum Solvation Models
journal, August 2005

  • Tomasi, Jacopo; Mennucci, Benedetta; Cammi, Roberto
  • Chemical Reviews, Vol. 105, Issue 8
  • DOI: 10.1021/cr9904009

Electrochemical reactivities of pyridinium in solution: consequences for CO2 reduction mechanisms
journal, January 2013

  • Keith, John A.; Carter, Emily A.
  • Chemical Science, Vol. 4, Issue 4
  • DOI: 10.1039/c3sc22296a

Basicity of Nucleophilic Carbenes in Aqueous and Nonaqueous SolventsTheoretical Predictions
journal, July 2004

  • Magill, Alison M.; Cavell, Kingsley J.; Yates, Brian F.
  • Journal of the American Chemical Society, Vol. 126, Issue 28
  • DOI: 10.1021/ja038973x

Metal-free electrocatalytic hydrogen oxidation using frustrated Lewis pairs and carbon-based Lewis acids
journal, January 2016

  • Lawrence, Elliot J.; Clark, Ewan R.; Curless, Liam D.
  • Chemical Science, Vol. 7, Issue 4
  • DOI: 10.1039/C5SC04564A

Comprehensive Thermodynamic Characterization of the Metal−Hydrogen Bond in a Series of Cobalt-Hydride Complexes
journal, March 2002

  • Ciancanelli, Rebecca; Noll, Bruce C.; DuBois, Daniel L.
  • Journal of the American Chemical Society, Vol. 124, Issue 12, p. 2984-2992
  • DOI: 10.1021/ja0122804

Naturally occurring 5-deazaflavin coenzymes: biological redox roles
journal, June 1986


Room Temperature Reduction of CO 2 to Methanol by Al-Based Frustrated Lewis Pairs and Ammonia Borane
journal, February 2010

  • Ménard, Gabriel; Stephan, Douglas W.
  • Journal of the American Chemical Society, Vol. 132, Issue 6
  • DOI: 10.1021/ja9104792

Stoichiometric Reduction of CO2 to CO by Aluminum-Based Frustrated Lewis Pairs
journal, July 2011


Evolutionary roots of catalysis by nicotinamide and flavins in C-H oxidoreductases and in photosynthesis
journal, June 1982


Measurement of the Hydride Donor Abilities of [HM(diphosphine) 2 ] + Complexes (M = Ni, Pt) by Heterolytic Activation of Hydrogen
journal, March 2002

  • Curtis, Calvin J.; Miedaner, Alex; Ellis, William W.
  • Journal of the American Chemical Society, Vol. 124, Issue 9
  • DOI: 10.1021/ja0116829

Electrode potentials and the thermodynamics of isodesmic reactions
journal, September 1991

  • Parker, Vernon D.; Handoo, Kishan L.; Roness, Frode
  • Journal of the American Chemical Society, Vol. 113, Issue 20
  • DOI: 10.1021/ja00020a007

Turning carbon dioxide into fuel
journal, July 2010

  • Jiang, Z.; Xiao, T.; Kuznetsov, V. L.
  • Philosophical Transactions of the Royal Society A: Mathematical, Physical and Engineering Sciences, Vol. 368, Issue 1923
  • DOI: 10.1098/rsta.2010.0119

Hydride Affinities of Arylcarbenium Ions and Iminium Ions in Dimethyl Sulfoxide and Acetonitrile
journal, July 1998

  • Zhang, Xian-Man; Bruno, Joseph W.; Enyinnaya, Emmeline
  • The Journal of Organic Chemistry, Vol. 63, Issue 14
  • DOI: 10.1021/jo980120d

A Synthetic Nickel Electrocatalyst with a Turnover Frequency Above 100,000 s-1 for H2 Production
journal, August 2011

  • Helm, M. L.; Stewart, M. P.; Bullock, R. M.
  • Science, Vol. 333, Issue 6044, p. 863-866
  • DOI: 10.1126/science.1205864

Energetics of the one-electron steps in the NAD+/NADH redox couple
journal, April 1980


An Organic Hydride Transfer Reaction of a Ruthenium NAD Model Complex Leading to Carbon Dioxide Reduction
journal, September 2012

  • Ohtsu, Hideki; Tanaka, Koji
  • Angewandte Chemie International Edition, Vol. 51, Issue 39
  • DOI: 10.1002/anie.201204348

Toward Organic Photohydrides: Excited-State Behavior of 10-Methyl-9-phenyl-9,10-dihydroacridine
journal, May 2013

  • Yang, Xin; Walpita, Janitha; Zhou, Dapeng
  • The Journal of Physical Chemistry B, Vol. 117, Issue 49
  • DOI: 10.1021/jp401770e

Light-Driven Heterogeneous Reduction of Carbon Dioxide: Photocatalysts and Photoelectrodes
journal, August 2015


Hydricity of transition-metal hydrides and its role in CO2 reduction
journal, January 2000


Electrocatalytic Hydrogen Production by an Aluminum(III) Complex: Ligand-Based Proton and Electron Transfer
journal, August 2015

  • Thompson, Emily J.; Berben, Louise A.
  • Angewandte Chemie International Edition, Vol. 54, Issue 40
  • DOI: 10.1002/anie.201503935

Free energy hydride affinities of quinones in dimethyl sulfoxide solution
journal, September 1993

  • Cheng, Jinpei; Handoo, Kishan L.; Xue, Jieyou
  • The Journal of Organic Chemistry, Vol. 58, Issue 19
  • DOI: 10.1021/jo00071a011

Hydrogen and Amine Activation by a Frustrated Lewis Pair of a Bulky N-Heterocyclic Carbene and B(C 6 F 5 ) 3
journal, September 2008

  • Chase, Preston A.; Stephan, Douglas W.
  • Angewandte Chemie International Edition, Vol. 47, Issue 39
  • DOI: 10.1002/anie.200802596

Solid-State Structures and Solution Analyses of a Phenylpropylpyridine N -Oxide and an N -Methyl Phenylpropylpyridine
journal, January 2009

  • Richter, Isabella; Warren, Mark R.; Minari, Jusaku
  • Chemistry - An Asian Journal, Vol. 4, Issue 1
  • DOI: 10.1002/asia.200800255

Electrophilicity and nucleophilicity of commonly used aldehydes
journal, January 2014

  • Pratihar, Sanjay
  • Organic & Biomolecular Chemistry, Vol. 12, Issue 30
  • DOI: 10.1039/C4OB00555D

Metal stocks and sustainability
journal, January 2006

  • Gordon, R. B.; Bertram, M.; Graedel, T. E.
  • Proceedings of the National Academy of Sciences, Vol. 103, Issue 5
  • DOI: 10.1073/pnas.0509498103

Pourbaix diagrams in weakly coupled systems: a case study involving acridinol and phenanthridinol pseudobases: POURBAIX DIAGRAMS IN WEAKLY COUPLED SYSTEMS
journal, December 2015

  • Walpita, Janitha; Yang, Xin; Khatmullin, Renat
  • Journal of Physical Organic Chemistry, Vol. 29, Issue 4
  • DOI: 10.1002/poc.3516

Kinetics and Mechanism of the Reactions of Amine Boranes with Carbenium Ions
journal, August 1997


Predicting the reactivity of hydride donors in water: thermodynamic constants for hydrogen
journal, January 2015

  • Connelly, Samantha J.; Wiedner, Eric S.; Appel, Aaron M.
  • Dalton Transactions, Vol. 44, Issue 13
  • DOI: 10.1039/C4DT03841J

Energies, structures, and electronic properties of molecules in solution with the C-PCM solvation model
journal, April 2003

  • Cossi, Maurizio; Rega, Nadia; Scalmani, Giovanni
  • Journal of Computational Chemistry, Vol. 24, Issue 6
  • DOI: 10.1002/jcc.10189

A review of catalysts for the electroreduction of carbon dioxide to produce low-carbon fuels
journal, January 2014

  • Qiao, Jinli; Liu, Yuyu; Hong, Feng
  • Chem. Soc. Rev., Vol. 43, Issue 2
  • DOI: 10.1039/C3CS60323G

Metal-free Catalytic Olefin Hydrogenation: Low-Temperature H 2  Activation by Frustrated Lewis Pairs
journal, August 2012

  • Greb, Lutz; Oña-Burgos, Pascual; Schirmer, Birgitta
  • Angewandte Chemie, Vol. 124, Issue 40
  • DOI: 10.1002/ange.201204007

Powering the planet: Chemical challenges in solar energy utilization
journal, October 2006

  • Lewis, N. S.; Nocera, D. G.
  • Proceedings of the National Academy of Sciences, Vol. 103, Issue 43, p. 15729-15735
  • DOI: 10.1073/pnas.0603395103

Frustrated Lewis Pair Chemistry: Development and Perspectives
journal, May 2015

  • Stephan, Douglas W.; Erker, Gerhard
  • Angewandte Chemie International Edition, Vol. 54, Issue 22
  • DOI: 10.1002/anie.201409800

A new homogeneous electrocatalyst for the reduction of carbon dioxide to methanol at low overpotential
journal, July 1994

  • Seshadri, Gayatri; Lin, Chao; Bocarsly, Andrew B.
  • Journal of Electroanalytical Chemistry, Vol. 372, Issue 1-2, p. 145-150
  • DOI: 10.1016/0022-0728(94)03300-5

Determination of the C4H Bond Dissociation Energies of NADH Models and Their Radical Cations in Acetonitrile
journal, February 2003

  • Zhu, Xiao-Qing; Li, Hai-Rong; Li, Qian
  • Chemistry - A European Journal, Vol. 9, Issue 4
  • DOI: 10.1002/chem.200390108

Electrochemistry of Aqueous Pyridinium: Exploration of a Key Aspect of Electrocatalytic Reduction of CO 2 to Methanol
journal, September 2013

  • Yan, Yong; Zeitler, Elizabeth L.; Gu, Jing
  • Journal of the American Chemical Society, Vol. 135, Issue 38
  • DOI: 10.1021/ja4064052

Biomimetic Asymmetric Hydrogenation: In Situ Regenerable Hantzsch Esters for Asymmetric Hydrogenation of Benzoxazinones
journal, October 2011

  • Chen, Qing-An; Chen, Mu-Wang; Yu, Chang-Bin
  • Journal of the American Chemical Society, Vol. 133, Issue 41
  • DOI: 10.1021/ja208073w

Mixed implicit/explicit solvation models in quantum mechanical calculations of binding enthalpy for protein–ligand complexes
journal, January 2006

  • Nikitina, E.; Sulimov, V.; Grigoriev, F.
  • International Journal of Quantum Chemistry, Vol. 106, Issue 8
  • DOI: 10.1002/qua.20943

Reversible, metal-free hydrogenactivation by frustrated Lewis pairs
journal, January 2011

  • Jiang, Chunfang; Blacque, Olivier; Fox, Thomas
  • Dalton Trans., Vol. 40, Issue 5
  • DOI: 10.1039/C0DT01255F

Relative Hydride, Proton, and Hydrogen Atom Transfer Abilities of [HM(diphosphine) 2 ]PF 6 Complexes (M = Pt, Ni)
journal, December 1999

  • Berning, Douglas E.; Noll, Bruce C.; DuBois, Daniel L.
  • Journal of the American Chemical Society, Vol. 121, Issue 49
  • DOI: 10.1021/ja991888y

Further considerations on the thermodynamics of chemical equilibria and reaction rates
journal, January 1936


P -Hydrogen-Substituted 1,3,2-Diazaphospholenes:  Molecular Hydrides
journal, March 2006

  • Burck, Sebastian; Gudat, Dietrich; Nieger, Martin
  • Journal of the American Chemical Society, Vol. 128, Issue 12
  • DOI: 10.1021/ja057827j

“Frustrated Lewis pairs”: a concept for new reactivity and catalysis
journal, January 2008

  • Stephan, Douglas W.
  • Organic & Biomolecular Chemistry, Vol. 6, Issue 9
  • DOI: 10.1039/b802575b

Electronic effects of triarylphosphines in metal-free hydrogen activation: a kinetic and computational study
journal, January 2013

  • Greb, Lutz; Tussing, Sebastian; Schirmer, Birgitta
  • Chemical Science, Vol. 4, Issue 7
  • DOI: 10.1039/c3sc50347j

Thermodynamic Studies of [HPt(EtXantphos) 2 ] + and [(H) 2 Pt(EtXantphos) 2 ] 2+
journal, May 2004

  • Miedaner, Alex; Raebiger, James W.; Curtis, Calvin J.
  • Organometallics, Vol. 23, Issue 11
  • DOI: 10.1021/om034238i

Hydride Affinity Scale of Various Substituted Arylcarbeniums in Acetonitrile
journal, December 2010

  • Zhu, Xiao-Qing; Wang, Chun-Hua
  • The Journal of Physical Chemistry A, Vol. 114, Issue 50
  • DOI: 10.1021/jp109149x

A New Synthesis of Triarylsilylium Ions and Their Application in Dihydrogen Activation
journal, November 2011

  • Schäfer, André; Reißmann, Matti; Schäfer, Annemarie
  • Angewandte Chemie International Edition, Vol. 50, Issue 52
  • DOI: 10.1002/anie.201106582

Ab Initio Calculations of Thermodynamic Hydricities of Transition-Metal Hydrides in Acetonitrile
journal, August 2007

  • Qi, Xiu-Juan; Fu, Yao; Liu, Lei
  • Organometallics, Vol. 26, Issue 17
  • DOI: 10.1021/om0702429

Functional-Group Tolerance in Frustrated Lewis Pairs: Hydrogenation of Nitroolefins and Acrylates
journal, April 2013

  • Greb, Lutz; Daniliuc, Constantin-Gabriel; Bergander, Klaus
  • Angewandte Chemie International Edition, Vol. 52, Issue 22
  • DOI: 10.1002/anie.201210175

Electrochemical Reduction of Carbon Dioxide to Methanol in the Presence of Benzannulated Dihydropyridine Additives
journal, February 2017


Acridinium salts as metal-free electrocatalyst for hydrogen evolution reaction
journal, July 2016


Structural consequences of electron-transfer reactions. 11. Electrochemically induced changes in hapticity in mixed-sandwich compounds of iridium and rhodium
journal, October 1985

  • Bowyer, Walter J.; Geiger, William E.
  • Journal of the American Chemical Society, Vol. 107, Issue 20
  • DOI: 10.1021/ja00306a011

Hydrodefluorination of Perfluoroalkyl Groups Using Silylium-Carborane Catalysts
journal, August 2008


Negative Kinetic Temperature Effect on the Hydride Transfer from NADH Analogue BNAH to the Radical Cation of N -Benzylphenothiazine in Acetonitrile
journal, September 2006

  • Zhu, Xiao-Qing; Zhang, Jian-Yu; Cheng, Jin-Pei
  • The Journal of Organic Chemistry, Vol. 71, Issue 18
  • DOI: 10.1021/jo061145c

Designing effective ‘frustrated Lewis pair’ hydrogenation catalysts
journal, January 2017

  • Scott, Daniel J.; Fuchter, Matthew J.; Ashley, Andrew E.
  • Chemical Society Reviews, Vol. 46, Issue 19
  • DOI: 10.1039/C7CS00154A

Electrocatalytic hydrogenation of pyridinium enabled by surface proton transfer reactions
journal, January 2017

  • Kronawitter, C. X.; Chen, Z.; Zhao, P.
  • Catalysis Science & Technology, Vol. 7, Issue 4
  • DOI: 10.1039/C6CY02487D

Synthesis, structural characterization and reactivity of the amino borane 1-(NPh2)-2-[B(C6F5)2]C6H4
journal, August 2003


Theory of Rates of S N 2 Reactions and Relation to Those of Outer Sphere Bond Rupture Electron Transfers
journal, May 1997

  • Marcus, R. A.
  • The Journal of Physical Chemistry A, Vol. 101, Issue 22
  • DOI: 10.1021/jp963722e

Rubisco: Structure and Mechanism
journal, June 1992


Forty years of hydride reductions
journal, January 1979


Theoretical Insights into Electrochemical CO 2 Reduction Mechanisms Catalyzed by Surface-Bound Nitrogen Heterocycles
journal, November 2013

  • Keith, John A.; Carter, Emily A.
  • The Journal of Physical Chemistry Letters, Vol. 4, Issue 23
  • DOI: 10.1021/jz4021519

Attempts To Catalyze the Electrochemical CO 2 -to-Methanol Conversion by Biomimetic 2e + 2H + Transferring Molecules
journal, January 2016

  • Saveant, Jean-Michel; Tard, Cédric
  • Journal of the American Chemical Society, Vol. 138, Issue 3
  • DOI: 10.1021/jacs.5b12138

Cobalt Complexes Containing Pendant Amines in the Second Coordination Sphere as Electrocatalysts for H 2 Production
journal, June 2014

  • Fang, Ming; Wiedner, Eric S.; Dougherty, William G.
  • Organometallics, Vol. 33, Issue 20
  • DOI: 10.1021/om5004607

Dihydropteridine/Pteridine as a 2H + /2e Redox Mediator for the Reduction of CO 2 to Methanol: A Computational Study
journal, April 2017

  • Lim, Chern-Hooi; Holder, Aaron M.; Hynes, James T.
  • The Journal of Physical Chemistry B, Vol. 121, Issue 16
  • DOI: 10.1021/acs.jpcb.7b01224

Catalytic Reduction of CO 2 by Renewable Organohydrides
journal, December 2015

  • Lim, Chern-Hooi; Holder, Aaron M.; Hynes, James T.
  • The Journal of Physical Chemistry Letters, Vol. 6, Issue 24
  • DOI: 10.1021/acs.jpclett.5b01827

Energy conservation via electron bifurcating ferredoxin reduction and proton/Na+ translocating ferredoxin oxidation
journal, February 2013

  • Buckel, Wolfgang; Thauer, Rudolf K.
  • Biochimica et Biophysica Acta (BBA) - Bioenergetics, Vol. 1827, Issue 2
  • DOI: 10.1016/j.bbabio.2012.07.002

Facile Heterolytic H 2 Activation by Amines and B(C 6 F 5 ) 3
journal, July 2008

  • Sumerin, Victor; Schulz, Felix; Nieger, Martin
  • Angewandte Chemie International Edition, Vol. 47, Issue 32
  • DOI: 10.1002/anie.200800935

Brønsted–Lowry Acid Strength of Metal Hydride and Dihydrogen Complexes
journal, March 2016


Two Pathways for Electrocatalytic Oxidation of Hydrogen by a Nickel Bis(diphosphine) Complex with Pendant Amines in the Second Coordination Sphere
journal, June 2013

  • Yang, Jenny Y.; Smith, Stuart E.; Liu, Tianbiao
  • Journal of the American Chemical Society, Vol. 135, Issue 26
  • DOI: 10.1021/ja400705a

A Polarizable QM/MM Explicit Solvent Model for Computational Electrochemistry in Water
journal, January 2012

  • Wang, Lee-Ping; Van Voorhis, Troy
  • Journal of Chemical Theory and Computation, Vol. 8, Issue 2
  • DOI: 10.1021/ct200340x

Aqueous Hydricity from Calculations of Reduction Potential and Acidity in Water
journal, December 2016

  • Brereton, Kelsey R.; Bellows, Sarina M.; Fallah, Hengameh
  • The Journal of Physical Chemistry B, Vol. 120, Issue 50
  • DOI: 10.1021/acs.jpcb.6b09864

Lutidine/B(C 6 F 5 ) 3 : At the Boundary of Classical and Frustrated Lewis Pair Reactivity
journal, March 2009

  • Geier, Stephen J.; Stephan, Douglas W.
  • Journal of the American Chemical Society, Vol. 131, Issue 10
  • DOI: 10.1021/ja900572x

Aqueous Hydricity of Late Metal Catalysts as a Continuum Tuned by Ligands and the Medium
journal, February 2016

  • Pitman, Catherine L.; Brereton, Kelsey R.; Miller, Alexander J. M.
  • Journal of the American Chemical Society, Vol. 138, Issue 7
  • DOI: 10.1021/jacs.5b12363

Hydride, Hydrogen Atom, Proton, and Electron Transfer Driving Forces of Various Five-Membered Heterocyclic Organic Hydrides and Their Reaction Intermediates in Acetonitrile
journal, February 2008

  • Zhu, Xiao-Qing; Zhang, Ming-Tian; Yu, Ao
  • Journal of the American Chemical Society, Vol. 130, Issue 8
  • DOI: 10.1021/ja075523m

Implicit Solvation Models:  Equilibria, Structure, Spectra, and Dynamics
journal, August 1999

  • Cramer, Christopher J.; Truhlar, Donald G.
  • Chemical Reviews, Vol. 99, Issue 8
  • DOI: 10.1021/cr960149m

Silylium Ion/Phosphane Lewis Pairs
journal, July 2013

  • Reißmann, Matti; Schäfer, André; Jung, Sebastian
  • Organometallics, Vol. 32, Issue 22
  • DOI: 10.1021/om400559x

Equilibrium acidities in dimethyl sulfoxide solution
journal, December 1988

  • Bordwell, Frederick G.
  • Accounts of Chemical Research, Vol. 21, Issue 12
  • DOI: 10.1021/ar00156a004

Thermodynamics and Kinetics of the Hydride-Transfer Cycles for 1-Aryl-1,4-dihydronicotinamide and Its 1,2-Dihydroisomer
journal, August 2003

  • Zhu, Xiao-Qing; Cao, Lei; Liu, Yang
  • Chemistry - A European Journal, Vol. 9, Issue 16
  • DOI: 10.1002/chem.200304714

Hydride Transfer from Rhodium Complexes to Triethylborane
journal, August 2006

  • DuBois, Daniel L.; Blake, Daniel M.; Miedaner, Alex
  • Organometallics, Vol. 25, Issue 18
  • DOI: 10.1021/om060584z

A Thermodynamic and Kinetic Study of Hydride Transfer of a Caffeine Derivative
journal, July 2012

  • Han, Xiaozhen; Hao, Weifang; Zhu, Xiao-Qing
  • The Journal of Organic Chemistry, Vol. 77, Issue 15
  • DOI: 10.1021/jo301042d

Thermodynamic and Kinetic Hydricity of Ruthenium(II) Hydride Complexes
journal, September 2012

  • Matsubara, Yasuo; Fujita, Etsuko; Doherty, Mark D.
  • Journal of the American Chemical Society, Vol. 134, Issue 38
  • DOI: 10.1021/ja302937q

Reactivity of a fac-ReCl(α-diimine)(CO) 3 complex with an NAD + model ligand toward CO 2 reduction
journal, January 2014

  • Matsubara, Yasuo; Hightower, Sean E.; Chen, Jinzhu
  • Chem. Commun., Vol. 50, Issue 6
  • DOI: 10.1039/C3CC47699E

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
journal, June 2015

  • Lilio, Alyssia M.; Reineke, Mark H.; Moore, Curtis E.
  • Journal of the American Chemical Society, Vol. 137, Issue 25
  • DOI: 10.1021/jacs.5b04291

Conversion of Carbon Dioxide into Methanol with Silanes over N-Heterocyclic Carbene Catalysts
journal, April 2009

  • Riduan, Siti Nurhanna; Zhang, Yugen; Ying, Jackie Y.
  • Angewandte Chemie, Vol. 121, Issue 18
  • DOI: 10.1002/ange.200806058

Protonation of the Carbonyl Group: ii. the Basicities of Substituted Benzaldehydes
journal, April 1959

  • Yates, K.; Stewart, Ross
  • Canadian Journal of Chemistry, Vol. 37, Issue 4
  • DOI: 10.1139/v59-092

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
journal, March 2004

  • Ellis, William W.; Raebiger, James W.; Curtis, Calvin J.
  • Journal of the American Chemical Society, Vol. 126, Issue 9
  • DOI: 10.1021/ja038567d

Transfer reactions involving boron. XX. Disproportionation reactions of alkyl-, alkoxy-, and haloboranes
journal, March 1969

  • Pasto, Daniel J.; Balasubramaniyan, V.; Wojtkowski, P. W.
  • Inorganic Chemistry, Vol. 8, Issue 3
  • DOI: 10.1021/ic50073a038

Using Ligand Bite Angles To Control the Hydricity of Palladium Diphosphine Complexes
journal, May 2004

  • Raebiger, James W.; Miedaner, Alex; Curtis, Calvin J.
  • Journal of the American Chemical Society, Vol. 126, Issue 17
  • DOI: 10.1021/ja0395240

A thorough benchmark of density functional methods for general main group thermochemistry, kinetics, and noncovalent interactions
journal, January 2011

  • Goerigk, Lars; Grimme, Stefan
  • Physical Chemistry Chemical Physics, Vol. 13, Issue 14
  • DOI: 10.1039/c0cp02984j

Bond energies in solution from electrode potentials and thermochemical cycles. A simplified and general approach
journal, May 1993

  • Wayner, Danial D. M.; Parker, Vernon D.
  • Accounts of Chemical Research, Vol. 26, Issue 5
  • DOI: 10.1021/ar00029a010

Photochemical and Photoelectrochemical Reduction of CO 2
journal, May 2012


Determination of Hydride Affinities of Various Aldehydes and Ketones in Acetonitrile
journal, May 2011

  • Zhu, Xiao-Qing; Chen, Xi; Mei, Lian-Rui
  • Organic Letters, Vol. 13, Issue 9
  • DOI: 10.1021/ol2006488

Open questions in ferredoxin-NADP+ reductase catalytic mechanism
journal, May 2003


Weak bases in strong acids. IV. Basicity scale for carbonyl compounds based on heats of ionization in fluorosulfuric acid
journal, July 1970

  • Arnett, Edward M.; Quirk, Roderic P.; Larsen, John W.
  • Journal of the American Chemical Society, Vol. 92, Issue 13
  • DOI: 10.1021/ja00716a025

Chemical Recycling of Carbon Dioxide to Methanol and Dimethyl Ether: From Greenhouse Gas to Renewable, Environmentally Carbon Neutral Fuels and Synthetic Hydrocarbons
journal, January 2009

  • Olah, George A.; Goeppert, Alain; Prakash, G. K. Surya
  • The Journal of Organic Chemistry, Vol. 74, Issue 2, p. 487-498
  • DOI: 10.1021/jo801260f

Self-Consistent Equations Including Exchange and Correlation Effects
journal, November 1965


Arylborane anions. Electrochemical study
journal, October 1975

  • DuPont, Timothy J.; Mills, Jerry L.
  • Journal of the American Chemical Society, Vol. 97, Issue 22
  • DOI: 10.1021/ja00855a015

Reference Scales for the Characterization of Cationic Electrophiles and Neutral Nucleophiles ,
journal, October 2001

  • Mayr, Herbert; Bug, Thorsten; Gotta, Matthias F.
  • Journal of the American Chemical Society, Vol. 123, Issue 39
  • DOI: 10.1021/ja010890y

Metal-Free Hydrogen Activation by the Frustrated Lewis Pairs of ClB(C 6 F 5 ) 2 and HB(C 6 F 5 ) 2 and Bulky Lewis Bases
journal, September 2009

  • Jiang, Chunfang; Blacque, Olivier; Berke, Heinz
  • Organometallics, Vol. 28, Issue 17
  • DOI: 10.1021/om900517d

The Crystal Structure of an [Fe]-Hydrogenase-Substrate Complex Reveals the Framework for H 2 Activation
journal, August 2009

  • Hiromoto, Takeshi; Warkentin, Eberhard; Moll, Johanna
  • Angewandte Chemie International Edition, Vol. 48, Issue 35
  • DOI: 10.1002/anie.200902695

A thermodynamic and kinetic study of the heterolytic activation of hydrogen by frustrated borane–amine Lewis pairs
journal, January 2013

  • Karkamkar, Abhi; Parab, Kshitij; Camaioni, Donald M.
  • Dalton Trans., Vol. 42, Issue 3
  • DOI: 10.1039/C2DT31628E

Hydride Dissociation Energies of Six-Membered Heterocyclic Organic Hydrides Predicted by ONIOM-G4Method
journal, December 2011

  • Shi, Jing; Huang, Xiong-Yi; Wang, Hua-Jing
  • Journal of Chemical Information and Modeling, Vol. 52, Issue 1
  • DOI: 10.1021/ci2001567

Hydride-Donor Abilities of 1,4-Dihydropyridines: A Comparison with π Nucleophiles and Borohydride Anions
journal, March 2009

  • Richter, Dorothea; Mayr, Herbert
  • Angewandte Chemie International Edition, Vol. 48, Issue 11
  • DOI: 10.1002/anie.200804263

Limitations of the s(E+N) and Related Equations: Solvent Dependence of Electrophilicity
journal, March 2011


Hydride affinities of organic radicals in solution. A comparison of free radicals and carbenium ions as hydride ion acceptors
journal, June 1993

  • Handoo, Kishan L.; Cheng, Jin Pei; Parker, Vernon D.
  • Journal of the American Chemical Society, Vol. 115, Issue 12
  • DOI: 10.1021/ja00065a017

A frustrated-Lewis-pair approach to catalytic reduction of alkynes to cis-alkenes
journal, July 2013

  • Chernichenko, Konstantin; Madarász, Ádám; Pápai, Imre
  • Nature Chemistry, Vol. 5, Issue 8
  • DOI: 10.1038/nchem.1693

Marcus Theory of a Parallel Effect on α for Hydride Transfer Reaction between NAD + Analogues
journal, March 1997

  • Lee, In-Sook Han; Jeoung, Eun Hee; Kreevoy, Maurice M.
  • Journal of the American Chemical Society, Vol. 119, Issue 11
  • DOI: 10.1021/ja963768l

Contracted Gaussian basis sets for molecular calculations. I. Second row atoms, Z=11–18
journal, May 1980

  • McLean, A. D.; Chandler, G. S.
  • The Journal of Chemical Physics, Vol. 72, Issue 10, p. 5639-5648
  • DOI: 10.1063/1.438980

A Highly Active Phosphine–Borane Organocatalyst for the Reduction of CO 2 to Methanol Using Hydroboranes
journal, June 2013

  • Courtemanche, Marc-André; Légaré, Marc-André; Maron, Laurent
  • Journal of the American Chemical Society, Vol. 135, Issue 25
  • DOI: 10.1021/ja404585p

Carbene-9-BBN Ring Expansions as a Route to Intramolecular Frustrated Lewis Pairs for CO 2 Reduction
journal, February 2014

  • Wang, Tongen; Stephan, Douglas W.
  • Chemistry - A European Journal, Vol. 20, Issue 11
  • DOI: 10.1002/chem.201304870

CO 2 Reduction Catalyzed by Mercaptopteridine on Glassy Carbon
journal, August 2014

  • Xiang, Dongmei; Magana, Donny; Dyer, R. Brian
  • Journal of the American Chemical Society, Vol. 136, Issue 40
  • DOI: 10.1021/ja5081103

Electrocatalytic Oxidation of Formate by [Ni(P R 2 N R′ 2 ) 2 (CH 3 CN)] 2+ Complexes
journal, August 2011

  • Galan, Brandon R.; Schöffel, Julia; Linehan, John C.
  • Journal of the American Chemical Society, Vol. 133, Issue 32
  • DOI: 10.1021/ja204489e

Mechanism of Homogeneous Reduction of CO 2 by Pyridine: Proton Relay in Aqueous Solvent and Aromatic Stabilization
journal, December 2012

  • Lim, Chern-Hooi; Holder, Aaron M.; Musgrave, Charles B.
  • Journal of the American Chemical Society, Vol. 135, Issue 1
  • DOI: 10.1021/ja3064809

Energetics of Multistep versus One-step Hydride Transfer Reactions of Reduced Nicotinamide Adenine Dinucleotide (NADH) Models with Organic Cations and p -Quinones
journal, September 1998

  • Cheng, Jin-Pei; Lu, Yun; Zhu, Xiaoqing
  • The Journal of Organic Chemistry, Vol. 63, Issue 18
  • DOI: 10.1021/jo9715985

Rationalizing the Reactivity of Frustrated Lewis Pairs: Thermodynamics of H 2 Activation and the Role of Acid−Base Properties
journal, August 2009

  • Rokob, Tibor András; Hamza, Andrea; Pápai, Imre
  • Journal of the American Chemical Society, Vol. 131, Issue 30
  • DOI: 10.1021/ja903878z

Origin of Linear Free Energy Relationships: Exploring the Nature of the Off-Diagonal Coupling Elements in S N 2 Reactions
journal, March 2012

  • Rosta, Edina; Warshel, Arieh
  • Journal of Chemical Theory and Computation, Vol. 8, Issue 10
  • DOI: 10.1021/ct2009329

Mechanistic Insights into Catalytic H 2 Oxidation by Ni Complexes Containing a Diphosphine Ligand with a Positioned Amine Base
journal, April 2009

  • Yang, Jenny Y.; Bullock, R. Morris; Shaw, Wendy J.
  • Journal of the American Chemical Society, Vol. 131, Issue 16
  • DOI: 10.1021/ja900483x

Reversible, Metal-Free, Heterolytic Activation of H 2 at Room Temperature
journal, January 2009

  • Ullrich, Matthias; Lough, Alan J.; Stephan, Douglas W.
  • Journal of the American Chemical Society, Vol. 131, Issue 1
  • DOI: 10.1021/ja808506t

Transfer hydrogenation with Hantzsch esters and related organic hydride donors
journal, January 2012

  • Zheng, Chao; You, Shu-Li
  • Chemical Society Reviews, Vol. 41, Issue 6
  • DOI: 10.1039/c1cs15268h

A Facile Experimental Method To Determine the Hydride Affinity of Polarized Olefins in Acetonitrile
journal, June 2006

  • Zhu, Xiao-Qing; Zhang, Min; Liu, Qiao-Yun
  • Angewandte Chemie International Edition, Vol. 45, Issue 24
  • DOI: 10.1002/anie.200600536

Theoretical Insights into Pyridinium-Based Photoelectrocatalytic Reduction of CO 2
journal, April 2012

  • Keith, John A.; Carter, Emily A.
  • Journal of the American Chemical Society, Vol. 134, Issue 18
  • DOI: 10.1021/ja300128e

Marcus theory of a perpendicular effect on .alpha. for hydride transfer between NAD+ analogs
journal, May 1984

  • Kreevoy, Maurice M.; Lee, In Sook Han
  • Journal of the American Chemical Society, Vol. 106, Issue 9
  • DOI: 10.1021/ja00321a011

Molecular Approaches to the Photocatalytic Reduction of Carbon Dioxide for Solar Fuels
journal, December 2009

  • Morris, Amanda J.; Meyer, Gerald J.; Fujita, Etsuko
  • Accounts of Chemical Research, Vol. 42, Issue 12
  • DOI: 10.1021/ar9001679

Changing Lanes from Concerted to Stepwise Hydrogenation: The Reduction Mechanism of Frustrated Lewis Acid-Base Pair Trapped CO2 to Methanol by Ammonia-Borane
journal, November 2010

  • Roy, Lisa; Zimmerman, Paul M.; Paul, Ankan
  • Chemistry - A European Journal, Vol. 17, Issue 2
  • DOI: 10.1002/chem.201002282

Solvation Effects on Transition Metal Hydricity
journal, November 2015

  • Tsay, Charlene; Livesay, Brooke N.; Ruelas, Samantha
  • Journal of the American Chemical Society, Vol. 137, Issue 44
  • DOI: 10.1021/jacs.5b07777

Kinetics and Thermodynamics of H /H•/H + Transfer from a Rhodium(III) Hydride
journal, April 2014

  • Hu, Yue; Norton, Jack R.
  • Journal of the American Chemical Society, Vol. 136, Issue 16
  • DOI: 10.1021/ja412309j

Frustrated Lewis Pairs
journal, August 2015

  • Stephan, Douglas W.
  • Journal of the American Chemical Society, Vol. 137, Issue 32
  • DOI: 10.1021/jacs.5b06794

Photo- and Electrocatalytic H 2 Production by New First-Row Transition-Metal Complexes Based on an Aminopyridine Pentadentate Ligand
journal, April 2014

  • Call, Arnau; Codolà, Zoel; Acuña-Parés, Ferran
  • Chemistry - A European Journal, Vol. 20, Issue 20
  • DOI: 10.1002/chem.201303317

Kinetics of hydride-transfer reactions from hydrosilanes to carbenium ions. Substituent effects in silicenium ions
journal, April 1992

  • Mayr, Herbert; Basso, Nils; Hagen, Gisela
  • Journal of the American Chemical Society, Vol. 114, Issue 8
  • DOI: 10.1021/ja00034a044

Density Functionals with Broad Applicability in Chemistry
journal, February 2008

  • Zhao, Yan; Truhlar, Donald G.
  • Accounts of Chemical Research, Vol. 41, Issue 2
  • DOI: 10.1021/ar700111a

Stoichiometric CO2 reductions using a bis-borane-based frustrated Lewis pair
journal, January 2012

  • Sgro, Michael J.; Dömer, Johannes; Stephan, Douglas W.
  • Chemical Communications, Vol. 48, Issue 58
  • DOI: 10.1039/c2cc33301e

First-principle predictions of basicity of organic amines and phosphines in acetonitrile
journal, December 2006


Driving Forces for the Mutual Conversions between Phenothiazines and Their Various Reaction Intermediates in Acetonitrile
journal, September 2008

  • Zhu, Xiao-Qing; Dai, Zhi; Yu, Ao
  • The Journal of Physical Chemistry B, Vol. 112, Issue 37
  • DOI: 10.1021/jp8041268

Enabling Catalytic Ketone Hydrogenation by Frustrated Lewis Pairs
journal, October 2014

  • Mahdi, Tayseer; Stephan, Douglas W.
  • Journal of the American Chemical Society, Vol. 136, Issue 45
  • DOI: 10.1021/ja508829x

Reduction of Aromatic and Aliphatic Nitro Compounds by Sodium Hydrogen Telluride
journal, September 1983

  • Osuka, Atsuhiro; Shimizu, Hirohito; Suzuki, Hitomi
  • Chemistry Letters, Vol. 12, Issue 9
  • DOI: 10.1246/cl.1983.1373

Nucleophilicity parameters for strong nucleophiles in dimethyl sulfoxide. A direct alternative to the s(E + N) equation
journal, March 2011

  • Bentley, T. William
  • Journal of Physical Organic Chemistry, Vol. 24, Issue 4
  • DOI: 10.1002/poc.1747

The coordination chemistry of organo-hydride donors: new prospects for efficient multi-electron reduction
journal, January 2013

  • McSkimming, Alex; Colbran, Stephen B.
  • Chemical Society Reviews, Vol. 42, Issue 12
  • DOI: 10.1039/c3cs35466k

Thermodynamic Hydricity of Transition Metal Hydrides
journal, June 2016


Redox potentials and acid-base equilibria of NADH/NAD+ analogs in acetonitrile
journal, July 1990

  • Anne, Agnes; Moiroux, Jacques
  • The Journal of Organic Chemistry, Vol. 55, Issue 15
  • DOI: 10.1021/jo00302a026

514. Acid-catalysed ether fission. Part II. Diethyl ether in aqueous acids
journal, January 1964


Density Functional Theoretical Study on the Hydricities of(η 5 -C 5 H 5 )M(CO) 2 H (M = Fe, Ru, and Os) in Acetonitrile
journal, April 2012

  • Cho, Young-Seuk; Lee, Jae-Beom; Hwang, Sun-Gu
  • Bulletin of the Korean Chemical Society, Vol. 33, Issue 4
  • DOI: 10.5012/bkcs.2012.33.4.1413

Intramolecular B/N frustrated Lewis pairs and the hydrogenation of carbon dioxide
journal, January 2015

  • Courtemanche, Marc-André; Pulis, Alexander P.; Rochette, Étienne
  • Chemical Communications, Vol. 51, Issue 48
  • DOI: 10.1039/C5CC03072B

Mechanism for Forming B,C,N,O Rings from NH 3 BH 3 and CO 2 via Reaction Discovery Computations
journal, February 2016

  • Li, Maxwell W.; Pendleton, Ian M.; Nett, Alex J.
  • The Journal of Physical Chemistry A, Vol. 120, Issue 8
  • DOI: 10.1021/acs.jpca.5b11156

Electrochemical hydrogenation of a benzannulated pyridine to a dihydropyridine in acidic solution
journal, January 2018

  • Giesbrecht, Patrick K.; Nemez, Dion B.; Herbert, David E.
  • Chemical Communications, Vol. 54, Issue 4
  • DOI: 10.1039/C7CC07907A

Anthropogenic Chemical Carbon Cycle for a Sustainable Future
journal, August 2011

  • Olah, George A.; Prakash, G. K. Surya; Goeppert, Alain
  • Journal of the American Chemical Society, Vol. 133, Issue 33
  • DOI: 10.1021/ja202642y

Hydride Affinities of Organic Cations in Solution.
journal, January 1992


Organic molecules as mediators and catalysts for photocatalytic and electrocatalytic CO 2 reduction
journal, January 2013


N-Heterocyclic Carbene Boranes are Good Hydride Donors
journal, December 2011

  • Horn, Markus; Mayr, Herbert; Lacôte, Emmanuel
  • Organic Letters, Vol. 14, Issue 1
  • DOI: 10.1021/ol202836p

Thermodynamic Diagnosis of the Properties and Mechanism of Dihydropyridine-Type Compounds as Hydride Source in Acetonitrile with “Molecule ID Card”
journal, February 2010

  • Zhu, Xiao-Qing; Tan, Yue; Cao, Chao-Tun
  • The Journal of Physical Chemistry B, Vol. 114, Issue 5
  • DOI: 10.1021/jp911137p

Structure sensitivity of the Marcus .lambda. for hydride transfer between NAD+ analogs
journal, January 1988

  • Kreevoy, Maurice M.; Ostovic, Drazen.; Lee, In Sook Han.
  • Journal of the American Chemical Society, Vol. 110, Issue 2
  • DOI: 10.1021/ja00210a036

Development of Molecular Electrocatalysts for Energy Storage
journal, February 2014


Density Functional Theoretical Study on the Hydricities of Transition Metal Hydride Complexes in Water
journal, December 2009

  • Kang, Suk-Bok; Cho, Young-Seuk; Hwang, Sun-Gu
  • Bulletin of the Korean Chemical Society, Vol. 30, Issue 12
  • DOI: 10.5012/bkcs.2009.30.12.2927

Photoswitchable Hydride Transfer from Iridium to 1-Methylnicotinamide Rationalized by Thermochemical Cycles
journal, October 2014

  • Barrett, Seth M.; Pitman, Catherine L.; Walden, Andrew G.
  • Journal of the American Chemical Society, Vol. 136, Issue 42
  • DOI: 10.1021/ja508762g

Rate-Equilibrium Relationships in Hydride Transfer Reactions:  The Role of Intrinsic Barriers
journal, April 2002

  • Würthwein, Ernst-Ulrich; Lang, Gabriele; Schappele, Ludwig H.
  • Journal of the American Chemical Society, Vol. 124, Issue 15
  • DOI: 10.1021/ja0121540

Towards a Comprehensive Hydride Donor Ability Scale
journal, November 2012

  • Horn, Markus; Schappele, Ludwig H.; Lang-Wittkowski, Gabriele
  • Chemistry - A European Journal, Vol. 19, Issue 1
  • DOI: 10.1002/chem.201202839

Scales of Nucleophilicity and Electrophilicity: A System for Ordering Polar Organic and Organometallic Reactions
journal, May 1994

  • Mayr, Herbert; Patz, Matthias
  • Angewandte Chemie International Edition in English, Vol. 33, Issue 9
  • DOI: 10.1002/anie.199409381

Hydride transfer between NAD+ analogues
journal, January 1982

  • Roberts, R. M. G.; Ostovi?, D.; Kreevoy, M. M.
  • Faraday Discussions of the Chemical Society, Vol. 74
  • DOI: 10.1039/dc9827400257

Tandem Frustrated Lewis Pair/Tris(pentafluorophenyl)borane-Catalyzed Deoxygenative Hydrosilylation of Carbon Dioxide
journal, August 2010

  • Berkefeld, Andreas; Piers, Warren E.; Parvez, Masood
  • Journal of the American Chemical Society, Vol. 132, Issue 31
  • DOI: 10.1021/ja105320c

Calculation of thermodynamic hydricities and the design of hydride donors for CO2 reduction
journal, July 2012

  • Muckerman, J. T.; Achord, P.; Creutz, C.
  • Proceedings of the National Academy of Sciences, Vol. 109, Issue 39
  • DOI: 10.1073/pnas.1201026109

From Carbon Dioxide to Methane:  Homogeneous Reduction of Carbon Dioxide with Hydrosilanes Catalyzed by Zirconium−Borane Complexes
journal, September 2006

  • Matsuo, Tsukasa; Kawaguchi, Hiroyuki
  • Journal of the American Chemical Society, Vol. 128, Issue 38
  • DOI: 10.1021/ja0647250

The three-dimensional structure of NAD(P)H:quinone reductase, a flavoprotein involved in cancer chemoprotection and chemotherapy: mechanism of the two-electron reduction.
journal, September 1995

  • Li, R.; Bianchet, M. A.; Talalay, P.
  • Proceedings of the National Academy of Sciences, Vol. 92, Issue 19
  • DOI: 10.1073/pnas.92.19.8846

Facile Heterolytic Cleavage of Dihydrogen by Phosphines and Boranes
journal, February 2007

  • Welch, Gregory C.; Stephan, Douglas W.
  • Journal of the American Chemical Society, Vol. 129, Issue 7
  • DOI: 10.1021/ja067961j

CO 2 reduction or HCO 2 oxidation? Solvent-dependent thermochemistry of a nickel hydride complex
journal, January 2017

  • Ceballos, Bianca M.; Tsay, Charlene; Yang, Jenny Y.
  • Chemical Communications, Vol. 53, Issue 53
  • DOI: 10.1039/C7CC02511D

Organogermanium Chemistry.
journal, August 1963


Selective Solar-Driven Reduction of CO 2 to Methanol Using a Catalyzed p-GaP Based Photoelectrochemical Cell
journal, May 2008

  • Barton, Emily E.; Rampulla, David M.; Bocarsly, Andrew B.
  • Journal of the American Chemical Society, Vol. 130, Issue 20
  • DOI: 10.1021/ja0776327

N -Methylacridinium Salts: Carbon Lewis Acids in Frustrated Lewis Pairs for σ-Bond Activation and Catalytic Reductions
journal, September 2014

  • Clark, Ewan R.; Ingleson, Michael J.
  • Angewandte Chemie International Edition, Vol. 53, Issue 42
  • DOI: 10.1002/anie.201406122

Establishing the Hydride Donor Abilities of Main Group Hydrides
journal, May 2015

  • Heiden, Zachariah M.; Lathem, A. Paige
  • Organometallics, Vol. 34, Issue 10
  • DOI: 10.1021/om5011512

Intrinsic reactivity index as a single scale directed toward both electrophilicity and nucleophilicity using frontier molecular orbitals
journal, May 2013


Self‐consistent molecular orbital methods 25. Supplementary functions for Gaussian basis sets
journal, April 1984

  • Frisch, Michael J.; Pople, John A.; Binkley, J. Stephen
  • The Journal of Chemical Physics, Vol. 80, Issue 7
  • DOI: 10.1063/1.447079

Facile Splitting of Hydrogen and Ammonia by Nucleophilic Activation at a Single Carbon Center
journal, April 2007


Thermodynamic Studies and Hydride Transfer Reactions from a Rhodium Complex to BX 3 Compounds
journal, October 2009

  • Mock, Michael T.; Potter, Robert G.; Camaioni, Donald M.
  • Journal of the American Chemical Society, Vol. 131, Issue 40
  • DOI: 10.1021/ja905287q

Electrocatalytic Carbon Dioxide Activation: The Rate-Determining Step of Pyridinium-Catalyzed CO2 Reduction
journal, February 2011

  • Morris, Amanda J.; McGibbon, Robert T.; Bocarsly, Andrew B.
  • ChemSusChem, Vol. 4, Issue 2, p. 191-196
  • DOI: 10.1002/cssc.201000379

Reduction potentials of CO2- and the alcohol radicals
journal, January 1989

  • Schwarz, H. A.; Dodson, R. W.
  • The Journal of Physical Chemistry, Vol. 93, Issue 1
  • DOI: 10.1021/j100338a079

Thermodynamics of the Metal–Hydrogen Bonds in (η 5 -C 5 H 5 )M(CO) 2 H (M = Fe, Ru, Os)
journal, June 2011

  • Estes, Deven P.; Vannucci, Aaron K.; Hall, Ariel R.
  • Organometallics, Vol. 30, Issue 12
  • DOI: 10.1021/om2001519

Heterolytic Dihydrogen Activation by a Frustrated Carbene-Borane Lewis Pair
journal, September 2008

  • Holschumacher, Dirk; Bannenberg, Thomas; Hrib, Cristian G.
  • Angewandte Chemie International Edition, Vol. 47, Issue 39
  • DOI: 10.1002/anie.200802705

Reactions of Carbocations with Unsaturated Hydrocarbons:  Electrophilic Alkylation or Hydride Abstraction?
journal, April 2002

  • Mayr, Herbert; Lang, Gabriele; Ofial, Armin R.
  • Journal of the American Chemical Society, Vol. 124, Issue 15
  • DOI: 10.1021/ja0121538

    Works referencing / citing this record:

    “Inverse” Frustrated Lewis Pairs: An Inverse FLP Approach to the Catalytic Metal Free Hydrogenation of Ketones
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    • Chemistry - A European Journal, Vol. 24, Issue 62
    • DOI: 10.1002/chem.201804370

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    • Espinoza, Eli M.; Bao, Duoduo; Krzeszewski, Maciej
    • International Journal of Chemical Kinetics, Vol. 51, Issue 9
    • DOI: 10.1002/kin.21285

    Kinetic hydricity of silane hydrides in the gas phase
    journal, January 2019

    • Xu, Jiahui; Krajewski, Allison E.; Niu, Yijie
    • Chemical Science, Vol. 10, Issue 34
    • DOI: 10.1039/c9sc02118c

    “Inverse” Frustrated Lewis Pairs: An Inverse FLP Approach to the Catalytic Metal Free Hydrogenation of Ketones
    journal, October 2018

    • Mummadi, Suresh; Brar, Amandeep; Wang, Guoqiang
    • Chemistry - A European Journal, Vol. 24, Issue 62
    • DOI: 10.1002/chem.201804370

    Is it common for charge recombination to be faster than charge separation?
    journal, May 2019

    • Espinoza, Eli M.; Bao, Duoduo; Krzeszewski, Maciej
    • International Journal of Chemical Kinetics, Vol. 51, Issue 9
    • DOI: 10.1002/kin.21285

    Kinetic hydricity of silane hydrides in the gas phase
    journal, January 2019

    • Xu, Jiahui; Krajewski, Allison E.; Niu, Yijie
    • Chemical Science, Vol. 10, Issue 34
    • DOI: 10.1039/c9sc02118c