Resolving orbital pathways for intermolecular electron transfer

Kellett, Cameron W.; Swords, Wesley B.; Turlington, Michael D.; Meyer, Gerald J.; Berlinguette, Curtis P.

doi:10.1038/s41467-018-07263-1

Title: Resolving orbital pathways for intermolecular electron transfer

Journal Article · 21 November 2018 · Nature Communications

DOI: https://doi.org/10.1038/s41467-018-07263-1 · OSTI ID:1611987

^[1];

^[2]; Turlington, Michael D. ^[2]; Meyer, Gerald J. ^[2];

^[1]

Univ. of British Columbia, Vancouver, BC (Canada)
Univ. of North Carolina, Chapel Hill, NC (United States)

Over 60 years have passed since Taube deduced an orbital-mediated electron transfer mechanism between distinct metal complexes. This concept of an orbital pathway has been thoroughly explored for donor–acceptor pairs bridged by covalently bonded chemical residues, but an analogous pathway has not yet been conclusively demonstrated for formally outer-sphere systems that lack an intervening bridge. In our present study, we experimentally resolve at an atomic level the orbital interactions necessary for electron transfer through an explicit intermolecular bond. This finding was achieved using a homologous series of surface-immobilized ruthenium catalysts that bear different terminal substituents poised for reaction with redox active species in solution. This arrangement enabled the discovery that intermolecular chalcogen···iodide interactions can mediate electron transfer only when these interactions bring the donor and acceptor orbitals into direct contact. This result offers the most direct observation to date of an intermolecular orbital pathway for electron transfer.

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

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: SC0013461

OSTI ID:: 1611987

Journal Information:: Nature Communications, Journal Name: Nature Communications Journal Issue: 1 Vol. 9; ISSN 2041-1723

Publisher:: Nature Publishing GroupCopyright Statement

Country of Publication:: United States

Language:: English

References (134)

A Triphenylamine Double-Decker: From a Delocalized Radical Cation to a Diradical Dication with an Excited Triplet State Yokoyama, Yuichiro; Sakamaki, Daisuke; Ito, Akihiro Angewandte Chemie, Vol. 124, Issue 37 https://doi.org/10.1002/ange.201204106	journal	August 2012
Evidence for Interfacial Halogen Bonding Swords, Wesley B.; Simon, Sarah J. C.; Parlane, Fraser G. L. Angewandte Chemie, Vol. 128, Issue 20 https://doi.org/10.1002/ange.201510641	journal	April 2016
The Marcus Inverted Region from Theory to Experiment Grampp, Günter Angewandte Chemie International Edition in English, Vol. 32, Issue 5 https://doi.org/10.1002/anie.199306911	journal	May 1993
1,3,5-Benzenetriamine Double- and Triple-Decker Molecules Sakamaki, Daisuke; Ito, Akihiro; Tanaka, Kazuyoshi Angewandte Chemie International Edition, Vol. 51, Issue 33 https://doi.org/10.1002/anie.201203451	journal	July 2012
Generalization of the Mulliken-Hush treatment for the calculation of electron transfer matrix elements Cave, Robert J.; Newton, Marshall D. Chemical Physics Letters, Vol. 249, Issue 1-2 https://doi.org/10.1016/0009-2614(95)01310-5	journal	January 1996
Mixed-valence molecules: Electronic delocalization and stabilization Richardson, David E.; Taube, Henry Coordination Chemistry Reviews, Vol. 60 https://doi.org/10.1016/0010-8545(84)85063-8	journal	November 1984
Distance Dependence of Electron Transfer Rates Hush, N. S. Coordination Chemistry Reviews, Vol. 64 https://doi.org/10.1016/0010-8545(85)80047-3	journal	May 1985
Carbon dioxide reduction with homogenous early transition metal complexes: Opportunities and challenges for developing CO 2 catalysis Grice, Kyle A. Coordination Chemistry Reviews, Vol. 336 https://doi.org/10.1016/j.ccr.2017.01.007	journal	April 2017
Dual Catalysis Strategies in Photochemical Synthesis Skubi, Kazimer L.; Blum, Travis R.; Yoon, Tehshik P. Chemical Reviews, Vol. 116, Issue 17 https://doi.org/10.1021/acs.chemrev.6b00018	journal	April 2016
Organic Photoredox Catalysis Romero, Nathan A.; Nicewicz, David A. Chemical Reviews, Vol. 116, Issue 17 https://doi.org/10.1021/acs.chemrev.6b00057	journal	June 2016
Rapid Static Sensitizer Regeneration Enabled by Ion Pairing Casarin, Laura; Swords, Wesley B.; Caramori, Stefano Inorganic Chemistry, Vol. 56, Issue 13 https://doi.org/10.1021/acs.inorgchem.7b00819	journal	June 2017
Nuclear, electronic, and frequency factors in electron transfer reactions Sutin, Norman Accounts of Chemical Research, Vol. 15, Issue 9 https://doi.org/10.1021/ar00081a002	journal	September 1982
Role of the bridging ligand in inner-sphere electron-transfer reactions Haim, Albert Accounts of Chemical Research, Vol. 8, Issue 8 https://doi.org/10.1021/ar50092a002	journal	August 1975
The Electronic Couplings in Electron Transfer and Excitation Energy Transfer Hsu, Chao-Ping Accounts of Chemical Research, Vol. 42, Issue 4 https://doi.org/10.1021/ar800153f	journal	April 2009
Characteristics of the Iodide/Triiodide Redox Mediator in Dye-Sensitized Solar Cells Boschloo, Gerrit; Hagfeldt, Anders Accounts of Chemical Research, Vol. 42, Issue 11 https://doi.org/10.1021/ar900138m	journal	November 2009
Proton-Coupled Electron Transfer Weinberg, David R.; Gagliardi, Christopher J.; Hull, Jonathan F. Chemical Reviews, Vol. 112, Issue 7 https://doi.org/10.1021/cr200177j	journal	April 2012
Organoselenium Chemistry: Role of Intramolecular Interactions ^† Mukherjee, Anna J.; Zade, Sanjio S.; Singh, Harkesh B. Chemical Reviews, Vol. 110, Issue 7 https://doi.org/10.1021/cr900352j	journal	July 2010
Ultrafast Estimation of Electronic Couplings for Electron Transfer between π-Conjugated Organic Molecules Gajdos, Fruzsina; Valner, Siim; Hoffmann, Felix Journal of Chemical Theory and Computation, Vol. 10, Issue 10 https://doi.org/10.1021/ct500527v	journal	September 2014
Donor-acceptor electronic coupling as a function of bridging group: mixed-valence diruthenium(II,III) complexes bridged by isonicotinato and isonicotinamido ligands Chou, Mei H.; Creutz, Carol; Sutin, Norman Inorganic Chemistry, Vol. 31, Issue 12 https://doi.org/10.1021/ic00038a007	journal	June 1992
Enhanced Spectral Sensitivity from Ruthenium(II) Polypyridyl Based Photovoltaic Devices Argazzi, Robert; Bignozzi, Carlo A.; Heimer, Todd A. Inorganic Chemistry, Vol. 33, Issue 25 https://doi.org/10.1021/ic00103a022	journal	December 1994
On the Viability of Cyclometalated Ru(II) Complexes for Light-Harvesting Applications Bomben, Paolo G.; Robson, Kiyoshi C. D.; Sedach, Pavel A. Inorganic Chemistry, Vol. 48, Issue 20 https://doi.org/10.1021/ic900653q	journal	October 2009
Rate of electron exchange between iron, ruthenium, and osmium complexes containing 1,10-phenanthroline, 2,2'-bipyridyl, or their derivatives from nuclear magnetic resonance studies Chan, Man-Sheung; Wahl, Arthur C. The Journal of Physical Chemistry, Vol. 82, Issue 24 https://doi.org/10.1021/j100513a002	journal	November 1978
Electronic interactions in mixed-valence molecules as mediated by organic bridging groups Richardson, David E.; Taube, Henry Journal of the American Chemical Society, Vol. 105, Issue 1 https://doi.org/10.1021/ja00339a009	journal	January 1983
OBSERVATIONS ON THE MECHANISM OF ELECTRON TRANSFER IN SOLUTION ¹ Taube, Henry; Myers, Howard; Rich, Ronald L. Journal of the American Chemical Society, Vol. 75, Issue 16 https://doi.org/10.1021/ja01112a546	journal	August 1953
Continuum of Outer- and Inner-Sphere Mechanisms for Organic Electron Transfer. Steric Modulation of the Precursor Complex in Paramagnetic (Ion-Radical) Self-Exchanges Rosokha, Sergiy V.; Kochi, Jay K. Journal of the American Chemical Society, Vol. 129, Issue 12 https://doi.org/10.1021/ja069149m	journal	March 2007
Atomic Level Resolution of Dye Regeneration in the Dye-Sensitized Solar Cell Robson, Kiyoshi C. D.; Hu, Ke; Meyer, Gerald J. Journal of the American Chemical Society, Vol. 135, Issue 5 https://doi.org/10.1021/ja311640f	journal	January 2013
Chalcogen Bonding in Solution: Interactions of Benzotelluradiazoles with Anionic and Uncharged Lewis Bases Garrett, Graham E.; Gibson, Gregory L.; Straus, Rita N. Journal of the American Chemical Society, Vol. 137, Issue 12 https://doi.org/10.1021/ja512183e	journal	March 2015
Structure/Function Relationships in Dyes for Solar Energy Conversion: A Two-Atom Change in Dye Structure and the Mechanism for Its Effect on Cell Voltage O’Regan, Brian C.; Walley, Kate; Juozapavicius, Mindaugas Journal of the American Chemical Society, Vol. 131, Issue 10 https://doi.org/10.1021/ja806869x	journal	March 2009
Comparative PCET Study of a Donor−Acceptor Pair Linked by Ionized and Nonionized Asymmetric Hydrogen-Bonded Interfaces Young, Elizabeth R.; Rosenthal, Joel; Hodgkiss, Justin M. Journal of the American Chemical Society, Vol. 131, Issue 22 https://doi.org/10.1021/ja809777j	journal	June 2009
Electronic Coupling in C-Clamp-Shaped Molecules: Solvent-Mediated Superexchange Pathways Kumar, Krishna; Lin, Zhe; Waldeck, David H. Journal of the American Chemical Society, Vol. 118, Issue 1 https://doi.org/10.1021/ja952999+	journal	January 1996
Redox Active Ion-Paired Excited States Undergo Dynamic Electron Transfer Troian-Gautier, Ludovic; Beauvilliers, Evan E.; Swords, Wesley B. Journal of the American Chemical Society, Vol. 138, Issue 51 https://doi.org/10.1021/jacs.6b11337	journal	December 2016
Chalcogen Bonding Macrocycles and [2]Rotaxanes for Anion Recognition Lim, Jason Y. C.; Marques, Igor; Thompson, Amber L. Journal of the American Chemical Society, Vol. 139, Issue 8 https://doi.org/10.1021/jacs.6b12745	journal	February 2017
Chloride Oxidation by Ruthenium Excited-States in Solution Wehlin, Sara A. M.; Troian-Gautier, Ludovic; Li, Guocan Journal of the American Chemical Society, Vol. 139, Issue 37 https://doi.org/10.1021/jacs.7b06762	journal	September 2017
Time-Resolved Kinetic Study of the Electron-Transfer Reactions between Ring-Substituted Cumyloxyl Radicals and Alkylferrocenes. Evidence for an Inner-Sphere Mechanism Bietti, Massimo; DiLabio, Gino A.; Lanzalunga, Osvaldo The Journal of Organic Chemistry, Vol. 76, Issue 6 https://doi.org/10.1021/jo102420p	journal	March 2011
The Role Played by Orbital Energetics in Solvent Mediated Electronic Coupling ^† Kaplan, R.; Napper, A. M.; Waldeck, D. H. The Journal of Physical Chemistry A, Vol. 106, Issue 10 https://doi.org/10.1021/jp011603f	journal	March 2002
Quantifying Regeneration in Dye-Sensitized Solar Cells Anderson, Assaf Y.; Barnes, Piers R. F.; Durrant, James R. The Journal of Physical Chemistry C, Vol. 115, Issue 5 https://doi.org/10.1021/jp1101048	journal	December 2010
Direct Spectroscopic Evidence for Constituent Heteroatoms Enhancing Charge Recombination at a TiO ₂ −Ruthenium Dye Interface Hu, Ke; Severin, Holly A.; Koivisto, Bryan D. The Journal of Physical Chemistry C, Vol. 118, Issue 30 https://doi.org/10.1021/jp500879p	journal	May 2014
A Study of the Interactions between I ⁻ /I ₃ ⁻ Redox Mediators and Organometallic Sensitizing Dyes in Solar Cells Privalov, Timofei; Boschloo, Gerrit; Hagfeldt, Anders The Journal of Physical Chemistry C, Vol. 113, Issue 2 https://doi.org/10.1021/jp810201c	journal	December 2008
Iodide Chemistry in Dye-Sensitized Solar Cells: Making and Breaking I−I Bonds for Solar Energy Conversion Rowley, John G.; Farnum, Byron H.; Ardo, Shane The Journal of Physical Chemistry Letters, Vol. 1, Issue 20 https://doi.org/10.1021/jz101311d	journal	October 2010
Photomodulated Voltammetry of Iodide/Triiodide Redox Electrolytes and Its Relevance to Dye-Sensitized Solar Cells Boschloo, Gerrit; Gibson, Elizabeth A.; Hagfeldt, Anders The Journal of Physical Chemistry Letters, Vol. 2, Issue 24 https://doi.org/10.1021/jz2014314	journal	November 2011
Revisiting electronic couplings and incoherent hopping models for electron transport in crystalline C60 at ambient temperatures Oberhofer, Harald; Blumberger, Jochen Physical Chemistry Chemical Physics, Vol. 14, Issue 40 https://doi.org/10.1039/c2cp41348e	journal	January 2012
Photoinduced electron transfer across molecular bridges: electron- and hole-transfer superexchange pathways Natali, Mirco; Campagna, Sebastiano; Scandola, Franco Chem. Soc. Rev., Vol. 43, Issue 12 https://doi.org/10.1039/c3cs60463b	journal	January 2014
Quantum-chemical insights into mixed-valence systems: within and beyond the Robin–Day scheme Parthey, M.; Kaupp, M. Chem. Soc. Rev., Vol. 43, Issue 14 https://doi.org/10.1039/c3cs60481k	journal	January 2014
From charge transfer to electron transfer in halogen-bonded complexes of electrophilic bromocarbons with halide anions Rosokha, Sergiy V.; Traversa, Alfredo Physical Chemistry Chemical Physics, Vol. 17, Issue 7 https://doi.org/10.1039/c4cp05220j	journal	January 2015
Electron-transfer reactions of halogenated electrophiles: a different look into the nature of halogen bonding Rosokha, Sergiy V. Faraday Discussions, Vol. 203 https://doi.org/10.1039/c7fd00074j	journal	January 2017
The role of inner-sphere configuration changes in electron-exchange reactions of metal complexes Brunschwig, Bruce S.; Creutz, Carol; Macartney, Donal H. Faraday Discussions of the Chemical Society, Vol. 74 https://doi.org/10.1039/dc9827400113	journal	January 1982
Non-symmetrical dielectric relaxation behaviour arising from a simple empirical decay function Williams, Graham; Watts, David C. Transactions of the Faraday Society, Vol. 66 https://doi.org/10.1039/tf9706600080	journal	January 1970
Formulas and Numerical Tables for Overlap Integrals Mulliken, R. S.; Rieke, C. A.; Orloff, D. The Journal of Chemical Physics, Vol. 17, Issue 12 https://doi.org/10.1063/1.1747150	journal	December 1949
Detailed comparison of the Williams–Watts and Cole–Davidson functions Lindsey, C. P.; Patterson, G. D. The Journal of Chemical Physics, Vol. 73, Issue 7 https://doi.org/10.1063/1.440530	journal	October 1980
The Nature of Aqueous Tunneling Pathways Between Electron-Transfer Proteins Lin, J. Science, Vol. 310, Issue 5752 https://doi.org/10.1126/science.1118316	journal	November 2005
Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes Nicewicz, D. A.; MacMillan, D. W. C. Science, Vol. 322, Issue 5898 https://doi.org/10.1126/science.1161976	journal	October 2008
Direct evaluation of electronic coupling mediated by hydrogen bonds: implications for biological electron transfer de Rege, P.; Williams, S.; Therien, M. Science, Vol. 269, Issue 5229 https://doi.org/10.1126/science.7660123	journal	September 1995
Pathway Analysis of Protein Electron-Transfer Reactions Onuchic, J. N.; Beratan, D. N.; Winkler, J. R. Annual Review of Biophysics and Biomolecular Structure, Vol. 21, Issue 1 https://doi.org/10.1146/annurev.bb.21.060192.002025	journal	June 1992
Chemical and Electrochemical Electron-Transfer Theory Marcus, R. A. Annual Review of Physical Chemistry, Vol. 15, Issue 1 https://doi.org/10.1146/annurev.pc.15.100164.001103	journal	October 1964
An approximate method for calculating transfer integrals based on the ZINDO Hamiltonian Kirkpatrick, James arXiv https://doi.org/10.48550/arxiv.physics/0610288	preprint	January 2006
1,3,5-Benzenetriamine Double- and Triple-Decker Molecules Sakamaki, Daisuke; Ito, Akihiro; Tanaka, Kazuyoshi Angewandte Chemie, Vol. 124, Issue 33 https://doi.org/10.1002/ange.201203451	journal	July 2012
A Triphenylamine Double-Decker: From a Delocalized Radical Cation to a Diradical Dication with an Excited Triplet State Yokoyama, Yuichiro; Sakamaki, Daisuke; Ito, Akihiro Angewandte Chemie, Vol. 124, Issue 37 https://doi.org/10.1002/ange.201204106	journal	August 2012
Evidence for Interfacial Halogen Bonding Swords, Wesley B.; Simon, Sarah J. C.; Parlane, Fraser G. L. Angewandte Chemie, Vol. 128, Issue 20 https://doi.org/10.1002/ange.201510641	journal	April 2016
The Marcus Inverted Region from Theory to Experiment Grampp, Günter Angewandte Chemie International Edition in English, Vol. 32, Issue 5 https://doi.org/10.1002/anie.199306911	journal	May 1993
Organic Mixed-Valence Compounds: A Playground for Electrons and Holes Heckmann, Alexander; Lambert, Christoph Angewandte Chemie International Edition, Vol. 51, Issue 2 https://doi.org/10.1002/anie.201100944	journal	November 2011
1,3,5-Benzenetriamine Double- and Triple-Decker Molecules Sakamaki, Daisuke; Ito, Akihiro; Tanaka, Kazuyoshi Angewandte Chemie International Edition, Vol. 51, Issue 33 https://doi.org/10.1002/anie.201203451	journal	July 2012
A Triphenylamine Double-Decker: From a Delocalized Radical Cation to a Diradical Dication with an Excited Triplet State Yokoyama, Yuichiro; Sakamaki, Daisuke; Ito, Akihiro Angewandte Chemie International Edition, Vol. 51, Issue 37 https://doi.org/10.1002/anie.201204106	journal	August 2012
Increasing Electron-Transfer Rates with Increasing Donor-Acceptor Distance Kuss-Petermann, Martin; Wenger, Oliver S. Angewandte Chemie International Edition, Vol. 55, Issue 2 https://doi.org/10.1002/anie.201509809	journal	December 2015
Evidence for Interfacial Halogen Bonding Swords, Wesley B.; Simon, Sarah J. C.; Parlane, Fraser G. L. Angewandte Chemie International Edition, Vol. 55, Issue 20 https://doi.org/10.1002/anie.201510641	journal	April 2016
An approximate method for calculating transfer integrals based on the ZINDO Hamiltonian Kirkpatrick, James International Journal of Quantum Chemistry, Vol. 108, Issue 1 https://doi.org/10.1002/qua.21378	journal	January 2007
Generalization of the Mulliken-Hush treatment for the calculation of electron transfer matrix elements Cave, Robert J.; Newton, Marshall D. Chemical Physics Letters, Vol. 249, Issue 1-2 https://doi.org/10.1016/0009-2614(95)01310-5	journal	January 1996
Mixed-valence molecules: Electronic delocalization and stabilization Richardson, David E.; Taube, Henry Coordination Chemistry Reviews, Vol. 60 https://doi.org/10.1016/0010-8545(84)85063-8	journal	November 1984
Distance Dependence of Electron Transfer Rates Hush, N. S. Coordination Chemistry Reviews, Vol. 64 https://doi.org/10.1016/0010-8545(85)80047-3	journal	May 1985
Electron transfers in chemistry and biology Marcus, R. A.; Sutin, Norman Biochimica et Biophysica Acta (BBA) - Reviews on Bioenergetics, Vol. 811, Issue 3 https://doi.org/10.1016/0304-4173(85)90014-X	journal	August 1985
Metal—lingad and metal—metal coupling elements Creutz, Carol; Newton, Marshall D.; Sutin, Norman Journal of Photochemistry and Photobiology A: Chemistry, Vol. 82, Issue 1-3 https://doi.org/10.1016/1010-6030(94)02013-2	journal	August 1994
Conversion constants for redox potentials measured versus different reference electrodes in acetonitrile solutions at 25°C Pavlishchuk, Vitaly V.; Addison, Anthony W. Inorganica Chimica Acta, Vol. 298, Issue 1 https://doi.org/10.1016/S0020-1693(99)00407-7	journal	January 2000
Electron transfer reactions of rigid, cofacially compressed, π-stacked porphyrin–bridge–quinone systems Kang, Youn K.; Iovine, Peter M.; Therien, Michael J. Coordination Chemistry Reviews, Vol. 255, Issue 7-8 https://doi.org/10.1016/j.ccr.2010.12.011	journal	April 2011
Cyclometalated ruthenium chromophores for the dye-sensitized solar cell Bomben, Paolo G.; Robson, Kiyoshi C. D.; Koivisto, Bryan D. Coordination Chemistry Reviews, Vol. 256, Issue 15-16 https://doi.org/10.1016/j.ccr.2012.02.005	journal	August 2012
Carbon dioxide reduction with homogenous early transition metal complexes: Opportunities and challenges for developing CO 2 catalysis Grice, Kyle A. Coordination Chemistry Reviews, Vol. 336 https://doi.org/10.1016/j.ccr.2017.01.007	journal	April 2017
Redox flow batteries for the storage of renewable energy: A review Alotto, Piergiorgio; Guarnieri, Massimo; Moro, Federico Renewable and Sustainable Energy Reviews, Vol. 29 https://doi.org/10.1016/j.rser.2013.08.001	journal	January 2014
Dual Catalysis Strategies in Photochemical Synthesis Skubi, Kazimer L.; Blum, Travis R.; Yoon, Tehshik P. Chemical Reviews, Vol. 116, Issue 17 https://doi.org/10.1021/acs.chemrev.6b00018	journal	April 2016
Organic Photoredox Catalysis Romero, Nathan A.; Nicewicz, David A. Chemical Reviews, Vol. 116, Issue 17 https://doi.org/10.1021/acs.chemrev.6b00057	journal	June 2016
Rapid Static Sensitizer Regeneration Enabled by Ion Pairing Casarin, Laura; Swords, Wesley B.; Caramori, Stefano Inorganic Chemistry, Vol. 56, Issue 13 https://doi.org/10.1021/acs.inorgchem.7b00819	journal	June 2017
Unraveling the Dual Character of Sulfur Atoms on Sensitizers in Dye-Sensitized Solar Cells Aghazada, Sadig; Gao, Peng; Yella, Aswani ACS Applied Materials & Interfaces, Vol. 8, Issue 40 https://doi.org/10.1021/acsami.6b08882	journal	September 2016
Supramolecular Photocatalysts for the Reduction of CO ₂ Tamaki, Yusuke; Ishitani, Osamu ACS Catalysis, Vol. 7, Issue 5 https://doi.org/10.1021/acscatal.7b00440	journal	April 2017
Nuclear, electronic, and frequency factors in electron transfer reactions Sutin, Norman Accounts of Chemical Research, Vol. 15, Issue 9 https://doi.org/10.1021/ar00081a002	journal	September 1982
Role of the bridging ligand in inner-sphere electron-transfer reactions Haim, Albert Accounts of Chemical Research, Vol. 8, Issue 8 https://doi.org/10.1021/ar50092a002	journal	August 1975
The Electronic Couplings in Electron Transfer and Excitation Energy Transfer Hsu, Chao-Ping Accounts of Chemical Research, Vol. 42, Issue 4 https://doi.org/10.1021/ar800153f	journal	April 2009
Characteristics of the Iodide/Triiodide Redox Mediator in Dye-Sensitized Solar Cells Boschloo, Gerrit; Hagfeldt, Anders Accounts of Chemical Research, Vol. 42, Issue 11 https://doi.org/10.1021/ar900138m	journal	November 2009
Update 1 of: Electrochemical Approach to the Mechanistic Study of Proton-Coupled Electron Transfer Costentin, Cyrille; Robert, Marc; Savéant, Jean-Michel Chemical Reviews, Vol. 110, Issue 12 https://doi.org/10.1021/cr100038y	journal	December 2010
Proton-Coupled Electron Transfer Weinberg, David R.; Gagliardi, Christopher J.; Hull, Jonathan F. Chemical Reviews, Vol. 112, Issue 7 https://doi.org/10.1021/cr200177j	journal	April 2012
Organoselenium Chemistry: Role of Intramolecular Interactions ^† Mukherjee, Anna J.; Zade, Sanjio S.; Singh, Harkesh B. Chemical Reviews, Vol. 110, Issue 7 https://doi.org/10.1021/cr900352j	journal	July 2010
Ultrafast Estimation of Electronic Couplings for Electron Transfer between π-Conjugated Organic Molecules Gajdos, Fruzsina; Valner, Siim; Hoffmann, Felix Journal of Chemical Theory and Computation, Vol. 10, Issue 10 https://doi.org/10.1021/ct500527v	journal	September 2014
Donor-acceptor electronic coupling as a function of bridging group: mixed-valence diruthenium(II,III) complexes bridged by isonicotinato and isonicotinamido ligands Chou, Mei H.; Creutz, Carol; Sutin, Norman Inorganic Chemistry, Vol. 31, Issue 12 https://doi.org/10.1021/ic00038a007	journal	June 1992
Enhanced Spectral Sensitivity from Ruthenium(II) Polypyridyl Based Photovoltaic Devices Argazzi, Robert; Bignozzi, Carlo A.; Heimer, Todd A. Inorganic Chemistry, Vol. 33, Issue 25 https://doi.org/10.1021/ic00103a022	journal	December 1994
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
Structure and Properties of the Precursor/Successor Complex and Transition State of the CrCl ²⁺ /Cr ²⁺ Electron Self-Exchange Reaction via the Inner-Sphere Pathway Rotzinger, François P. Inorganic Chemistry, Vol. 53, Issue 18 https://doi.org/10.1021/ic5015785	journal	August 2014
On the Viability of Cyclometalated Ru(II) Complexes for Light-Harvesting Applications Bomben, Paolo G.; Robson, Kiyoshi C. D.; Sedach, Pavel A. Inorganic Chemistry, Vol. 48, Issue 20 https://doi.org/10.1021/ic900653q	journal	October 2009
Rate of electron exchange between iron, ruthenium, and osmium complexes containing 1,10-phenanthroline, 2,2'-bipyridyl, or their derivatives from nuclear magnetic resonance studies Chan, Man-Sheung; Wahl, Arthur C. The Journal of Physical Chemistry, Vol. 82, Issue 24 https://doi.org/10.1021/j100513a002	journal	November 1978
Electronic interactions in mixed-valence molecules as mediated by organic bridging groups Richardson, David E.; Taube, Henry Journal of the American Chemical Society, Vol. 105, Issue 1 https://doi.org/10.1021/ja00339a009	journal	January 1983
OBSERVATIONS ON THE MECHANISM OF ELECTRON TRANSFER IN SOLUTION ¹ Taube, Henry; Myers, Howard; Rich, Ronald L. Journal of the American Chemical Society, Vol. 75, Issue 16 https://doi.org/10.1021/ja01112a546	journal	August 1953
Continuum of Outer- and Inner-Sphere Mechanisms for Organic Electron Transfer. Steric Modulation of the Precursor Complex in Paramagnetic (Ion-Radical) Self-Exchanges Rosokha, Sergiy V.; Kochi, Jay K. Journal of the American Chemical Society, Vol. 129, Issue 12 https://doi.org/10.1021/ja069149m	journal	March 2007
Atomic Level Resolution of Dye Regeneration in the Dye-Sensitized Solar Cell Robson, Kiyoshi C. D.; Hu, Ke; Meyer, Gerald J. Journal of the American Chemical Society, Vol. 135, Issue 5 https://doi.org/10.1021/ja311640f	journal	January 2013
Chalcogen Bonding in Solution: Interactions of Benzotelluradiazoles with Anionic and Uncharged Lewis Bases Garrett, Graham E.; Gibson, Gregory L.; Straus, Rita N. Journal of the American Chemical Society, Vol. 137, Issue 12 https://doi.org/10.1021/ja512183e	journal	March 2015
Structure/Function Relationships in Dyes for Solar Energy Conversion: A Two-Atom Change in Dye Structure and the Mechanism for Its Effect on Cell Voltage O’Regan, Brian C.; Walley, Kate; Juozapavicius, Mindaugas Journal of the American Chemical Society, Vol. 131, Issue 10 https://doi.org/10.1021/ja806869x	journal	March 2009
Comparative PCET Study of a Donor−Acceptor Pair Linked by Ionized and Nonionized Asymmetric Hydrogen-Bonded Interfaces Young, Elizabeth R.; Rosenthal, Joel; Hodgkiss, Justin M. Journal of the American Chemical Society, Vol. 131, Issue 22 https://doi.org/10.1021/ja809777j	journal	June 2009
Electronic Coupling in C-Clamp-Shaped Molecules: Solvent-Mediated Superexchange Pathways Kumar, Krishna; Lin, Zhe; Waldeck, David H. Journal of the American Chemical Society, Vol. 118, Issue 1 https://doi.org/10.1021/ja952999+	journal	January 1996
Solvent-Mediated Electronic Coupling: The Role of Solvent Placement Read, I.; Napper, A.; Kaplan, R. Journal of the American Chemical Society, Vol. 121, Issue 47 https://doi.org/10.1021/ja992281k	journal	December 1999
Redox Active Ion-Paired Excited States Undergo Dynamic Electron Transfer Troian-Gautier, Ludovic; Beauvilliers, Evan E.; Swords, Wesley B. Journal of the American Chemical Society, Vol. 138, Issue 51 https://doi.org/10.1021/jacs.6b11337	journal	December 2016
Chalcogen Bonding Macrocycles and [2]Rotaxanes for Anion Recognition Lim, Jason Y. C.; Marques, Igor; Thompson, Amber L. Journal of the American Chemical Society, Vol. 139, Issue 8 https://doi.org/10.1021/jacs.6b12745	journal	February 2017
Chloride Oxidation by Ruthenium Excited-States in Solution Wehlin, Sara A. M.; Troian-Gautier, Ludovic; Li, Guocan Journal of the American Chemical Society, Vol. 139, Issue 37 https://doi.org/10.1021/jacs.7b06762	journal	September 2017
Time-Resolved Kinetic Study of the Electron-Transfer Reactions between Ring-Substituted Cumyloxyl Radicals and Alkylferrocenes. Evidence for an Inner-Sphere Mechanism Bietti, Massimo; DiLabio, Gino A.; Lanzalunga, Osvaldo The Journal of Organic Chemistry, Vol. 76, Issue 6 https://doi.org/10.1021/jo102420p	journal	March 2011
The Role Played by Orbital Energetics in Solvent Mediated Electronic Coupling ^† Kaplan, R.; Napper, A. M.; Waldeck, D. H. The Journal of Physical Chemistry A, Vol. 106, Issue 10 https://doi.org/10.1021/jp011603f	journal	March 2002
Quantifying Regeneration in Dye-Sensitized Solar Cells Anderson, Assaf Y.; Barnes, Piers R. F.; Durrant, James R. The Journal of Physical Chemistry C, Vol. 115, Issue 5 https://doi.org/10.1021/jp1101048	journal	December 2010
Direct Spectroscopic Evidence for Constituent Heteroatoms Enhancing Charge Recombination at a TiO ₂ −Ruthenium Dye Interface Hu, Ke; Severin, Holly A.; Koivisto, Bryan D. The Journal of Physical Chemistry C, Vol. 118, Issue 30 https://doi.org/10.1021/jp500879p	journal	May 2014
A Study of the Interactions between I ⁻ /I ₃ ⁻ Redox Mediators and Organometallic Sensitizing Dyes in Solar Cells Privalov, Timofei; Boschloo, Gerrit; Hagfeldt, Anders The Journal of Physical Chemistry C, Vol. 113, Issue 2 https://doi.org/10.1021/jp810201c	journal	December 2008
Iodide Chemistry in Dye-Sensitized Solar Cells: Making and Breaking I−I Bonds for Solar Energy Conversion Rowley, John G.; Farnum, Byron H.; Ardo, Shane The Journal of Physical Chemistry Letters, Vol. 1, Issue 20 https://doi.org/10.1021/jz101311d	journal	October 2010
Photomodulated Voltammetry of Iodide/Triiodide Redox Electrolytes and Its Relevance to Dye-Sensitized Solar Cells Boschloo, Gerrit; Gibson, Elizabeth A.; Hagfeldt, Anders The Journal of Physical Chemistry Letters, Vol. 2, Issue 24 https://doi.org/10.1021/jz2014314	journal	November 2011
Photoinduced electron transfer across molecular bridges: electron- and hole-transfer superexchange pathways Natali, Mirco; Campagna, Sebastiano; Scandola, Franco Chem. Soc. Rev., Vol. 43, Issue 12 https://doi.org/10.1039/C3CS60463B	journal	January 2014
Quantum-chemical insights into mixed-valence systems: within and beyond the Robin–Day scheme Parthey, M.; Kaupp, M. Chem. Soc. Rev., Vol. 43, Issue 14 https://doi.org/10.1039/C3CS60481K	journal	January 2014
From charge transfer to electron transfer in halogen-bonded complexes of electrophilic bromocarbons with halide anions Rosokha, Sergiy V.; Traversa, Alfredo Physical Chemistry Chemical Physics, Vol. 17, Issue 7 https://doi.org/10.1039/C4CP05220J	journal	January 2015
Recent advances in dye-sensitized photoelectrochemical cells for solar hydrogen production based on molecular components Yu, Ze; Li, Fei; Sun, Licheng Energy & Environmental Science, Vol. 8, Issue 3 https://doi.org/10.1039/C4EE03565H	journal	January 2015
An aqueous, organic dye derivatized SnO ₂ /TiO ₂ core/shell photoanode Wee, Kyung-Ryang; Sherman, Benjamin D.; Brennaman, M. Kyle Journal of Materials Chemistry A, Vol. 4, Issue 8 https://doi.org/10.1039/C5TA06678F	journal	January 2016
Electron-transfer reactions of halogenated electrophiles: a different look into the nature of halogen bonding Rosokha, Sergiy V. Faraday Discussions, Vol. 203 https://doi.org/10.1039/C7FD00074J	journal	January 2017
Revisiting electronic couplings and incoherent hopping models for electron transport in crystalline C60 at ambient temperatures Oberhofer, Harald; Blumberger, Jochen Physical Chemistry Chemical Physics, Vol. 14, Issue 40 https://doi.org/10.1039/c2cp41348e	journal	January 2012
The role of inner-sphere configuration changes in electron-exchange reactions of metal complexes Brunschwig, Bruce S.; Creutz, Carol; Macartney, Donal H. Faraday Discussions of the Chemical Society, Vol. 74 https://doi.org/10.1039/dc9827400113	journal	January 1982
Non-symmetrical dielectric relaxation behaviour arising from a simple empirical decay function Williams, Graham; Watts, David C. Transactions of the Faraday Society, Vol. 66 https://doi.org/10.1039/tf9706600080	journal	January 1970
Formulas and Numerical Tables for Overlap Integrals Mulliken, R. S.; Rieke, C. A.; Orloff, D. The Journal of Chemical Physics, Vol. 17, Issue 12 https://doi.org/10.1063/1.1747150	journal	December 1949
Detailed comparison of the Williams–Watts and Cole–Davidson functions Lindsey, C. P.; Patterson, G. D. The Journal of Chemical Physics, Vol. 73, Issue 7 https://doi.org/10.1063/1.440530	journal	October 1980
Electronic couplings for molecular charge transfer: Benchmarking CDFT, FODFT, and FODFTB against high-level ab initio calculations Kubas, Adam; Hoffmann, Felix; Heck, Alexander The Journal of Chemical Physics, Vol. 140, Issue 10 https://doi.org/10.1063/1.4867077	journal	March 2014
The Nature of Aqueous Tunneling Pathways Between Electron-Transfer Proteins Lin, J. Science, Vol. 310, Issue 5752 https://doi.org/10.1126/science.1118316	journal	November 2005
Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes Nicewicz, D. A.; MacMillan, D. W. C. Science, Vol. 322, Issue 5898 https://doi.org/10.1126/science.1161976	journal	October 2008
Protein electron transfer rates set by the bridging secondary and tertiary structure Beratan, D.; Betts, J.; Onuchic, J. Science, Vol. 252, Issue 5010 https://doi.org/10.1126/science.1656523	journal	May 1991
Direct evaluation of electronic coupling mediated by hydrogen bonds: implications for biological electron transfer de Rege, P.; Williams, S.; Therien, M. Science, Vol. 269, Issue 5229 https://doi.org/10.1126/science.7660123	journal	September 1995
Pathway Analysis of Protein Electron-Transfer Reactions Onuchic, J. N.; Beratan, D. N.; Winkler, J. R. Annual Review of Biophysics and Biomolecular Structure, Vol. 21, Issue 1 https://doi.org/10.1146/annurev.bb.21.060192.002025	journal	June 1992
Chemical and Electrochemical Electron-Transfer Theory Marcus, R. A. Annual Review of Physical Chemistry, Vol. 15, Issue 1 https://doi.org/10.1146/annurev.pc.15.100164.001103	journal	October 1964
Proton-Coupled Electron Transfer Cukier, Robert I.; Nocera, Daniel G. Annual Review of Physical Chemistry, Vol. 49, Issue 1 https://doi.org/10.1146/annurev.physchem.49.1.337	journal	October 1998
Proton-Coupled Electron Transfer J., Meyer, Thomas; V., Huynh, My Hang The University of North Carolina at Chapel Hill University Libraries https://doi.org/10.17615/cywa-5d70	text	January 2007
Increasing Electron Transfer Rates with Increasing Donor-Acceptor Distance Kuss-Petermann, Martin; Wenger, Oliver S. Wiley https://doi.org/10.5451/unibas-ep51999	text	January 2016

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