Thousandfold Enhancement of Photoreduction Lifetime in Re(bpy)(CO)3 via Spin-Dependent Electron Transfer from a Perylenediimide Radical Anion Donor

Hedström, Svante; Chaudhuri, Subhajyoti; La Porte, Nathan T.; Rudshteyn, Benjamin; Martinez, Jose F.; Wasielewski, Michael R.; Batista, Victor S.

doi:10.1021/jacs.7b09438

Title: Thousandfold Enhancement of Photoreduction Lifetime in Re(bpy)(CO)₃ via Spin-Dependent Electron Transfer from a Perylenediimide Radical Anion Donor

Journal Article · Mon Oct 30 04:00:00 UTC 2017 · Journal of the American Chemical Society

DOI: https://doi.org/10.1021/jacs.7b09438 · OSTI ID:1470380

^[1]; Chaudhuri, Subhajyoti ^[2];

^[3];

^[2]; Martinez, Jose F. ^[3];

^[3];

^[2]

Yale Univ., New Haven, CT (United States); Stockholm Univ. (Sweden)
Yale Univ., New Haven, CT (United States)
Northwestern Univ., Evanston, IL (United States)

Spin-dependent intramolecular electron transfer is revealed in the Re^I(CO)₃(py)(bpy-Ph)–perylenediimide radical anion (Re^I-bpy–PDI^–•) dyad, a prototype model system for artificial photosynthesis. Quantum chemical calculations and ultrafast transient absorption spectroscopy experiments show that selective photoexcitation of Re^I-bpy results in electron transfer from PDI^–• to Re^I-bpy, forming two distinct charge-shifted states. One is an overall doublet whose return to the ground state is spin-allowed. The other, high-spin quartet state, persists for 67 ns due to spin-forbidden back-electron transfer, constituting a more than thousandfold lifetime improvement compared to the low-spin state. Exploiting this spin dependency holds potential for artificial photosynthetic systems needing long-lived reduced states to perform multi-electron chemistry.

View Accepted Manuscript (DOE)

Cite

Export

Save

Research Organization:: Northwestern Univ., Evanston, IL (United States); Energy Frontier Research Center (EFRC) Argonne-Northwestern Solar Energy Research Center (ANSER)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)

Grant/Contract Number:: SC0001059

OSTI ID:: 1470380

Journal Information:: Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 46 Vol. 139; ISSN 0002-7863

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

References (29)

Triplet MLCT Photosensitization of the Ring-Closing Reaction of Diarylethenes by Design and Synthesis of a Photochromic Rhenium(I) Complex of a Diarylethene-Containing 1,10-Phenanthroline Ligand Ko, Chi-Chiu; Kwok, Wai-Ming; Yam, Vivian Wing-Wah Chemistry - A European Journal, Vol. 12, Issue 22 https://doi.org/10.1002/chem.200501325	journal	July 2006
How carotenoids function in photosynthetic bacteria Cogdell, Richard J.; Frank, Harry A. Biochimica et Biophysica Acta (BBA) - Reviews on Bioenergetics, Vol. 895, Issue 2 https://doi.org/10.1016/S0304-4173(87)80008-3	journal	January 1987
Ultrafast Elementary Photochemical Processes of Organic Molecules in Liquid Solution Kumpulainen, Tatu; Lang, Bernhard; Rosspeintner, Arnulf Chemical Reviews, Vol. 117, Issue 16 https://doi.org/10.1021/acs.chemrev.6b00491	journal	December 2016
Photoinduced Charge and Energy Transfer within meta - and para -Linked Chlorophyll a -Perylene-3,4:9,10-bis(dicarboximide) Donor–Acceptor Dyads Huang, Guan-Jhih; Harris, Michelle A.; Krzyaniak, Matthew D. The Journal of Physical Chemistry B, Vol. 120, Issue 4 https://doi.org/10.1021/acs.jpcb.5b10806	journal	January 2016
Porphyrin–Anthracene Complexes: Potential in Triplet–Triplet Annihilation Upconversion Gray, Victor; Börjesson, Karl; Dzebo, Damir The Journal of Physical Chemistry C, Vol. 120, Issue 34 https://doi.org/10.1021/acs.jpcc.6b06298	journal	August 2016
Photoinduced Energy and Electron-Transfer Reactions by Polypyridine Ruthenium(II) Complexes Containing a Derivatized Perylene Diimide Santos, Edjane R. dos; Pina, João; Venâncio, Tiago The Journal of Physical Chemistry C, Vol. 120, Issue 40 https://doi.org/10.1021/acs.jpcc.6b06693	journal	September 2016
Mimicking Photosynthetic Solar Energy Transduction Gust, Devens; Moore, Thomas A.; Moore, Ana L. Accounts of Chemical Research, Vol. 34, Issue 1 https://doi.org/10.1021/ar9801301	journal	January 2001
Fully Integrated Approach to Compute Vibrationally Resolved Optical Spectra: From Small Molecules to Macrosystems Barone, Vincenzo; Bloino, Julien; Biczysko, Malgorzata Journal of Chemical Theory and Computation, Vol. 5, Issue 3 https://doi.org/10.1021/ct8004744	journal	February 2009
Synthesis and photophysical and electrochemical properties of new halotricarbonyl(polypyridine)rhenium(I) complexes Juris, Alberto; Campagna, Sebastiano; Bidd, Ilesh Inorganic Chemistry, Vol. 27, Issue 22 https://doi.org/10.1021/ic00295a022	journal	November 1988
Why Is Re−Re Bond Formation/Cleavage in [Re(bpy)(CO) ₃ ] ₂ Different from That in [Re(CO) ₅ ] ₂ ? Experimental and Theoretical Studies on the Dimers and Fragments Fujita, Etsuko; Muckerman, James T. Inorganic Chemistry, Vol. 43, Issue 24 https://doi.org/10.1021/ic048910v	journal	November 2004
Ligand-Localized Triplet-State Photophysics in a Platinum(II) Terpyridyl Perylenediimideacetylide Prusakova, Valentina; McCusker, Catherine E.; Castellano, Felix N. Inorganic Chemistry, Vol. 51, Issue 15 https://doi.org/10.1021/ic301169t	journal	July 2012
Determination of long-distance intramolecular triplet energy-transfer rates. Quantitative comparison with electron transfer Closs, Gerhard L.; Piotrowiak, Piotr.; MacInnis, Jean M. Journal of the American Chemical Society, Vol. 110, Issue 8 https://doi.org/10.1021/ja00216a051	journal	April 1988
Intramolecular Electronic Energy Transfer between Nonconjugated Chromophores in Some Model Compounds Lamola, Angelo A.; Leermakers, Peter A.; Byers, Gary W. Journal of the American Chemical Society, Vol. 87, Issue 11 https://doi.org/10.1021/ja01089a004	journal	June 1965
Light-Harvesting and Photoisomerization in Benzophenone and Norbornadiene-Labeled Poly(aryl ether) Dendrimers via Intramolecular Triplet Energy Transfer Chen, Jinping; Li, Shayu; Zhang, Lu Journal of the American Chemical Society, Vol. 127, Issue 7 https://doi.org/10.1021/ja044800b	journal	February 2005
Development of an Efficient Photocatalytic System for CO ₂ Reduction Using Rhenium(I) Complexes Based on Mechanistic Studies Takeda, Hiroyuki; Koike, Kazuhide; Inoue, Haruo Journal of the American Chemical Society, Vol. 130, Issue 6 https://doi.org/10.1021/ja077752e	journal	February 2008
Femtosecond Fluorescence and Intersystem Crossing in Rhenium(I) Carbonyl−Bipyridine Complexes Cannizzo, Andrea; Blanco-Rodríguez, Ana Maria; El Nahhas, Amal Journal of the American Chemical Society, Vol. 130, Issue 28 https://doi.org/10.1021/ja710763w	journal	June 2008
Ultrafast Excited-State Dynamics Preceding a Ligand Trans−Cis Isomerization of fac-[Re(Cl)(CO)₃(t-4-styrylpyridine)₂] and fac-[Re(t-4-styrylpyridine)(CO)₃(2,2‘-bipyridine)]⁺ Busby, Michael; Matousek, Pavel; Towrie, Michael The Journal of Physical Chemistry A, Vol. 109, Issue 13 https://doi.org/10.1021/jp044753+	journal	March 2005
High-efficiency fluorescent organic light-emitting devices using a phosphorescent sensitizer Baldo, M. A.; Thompson, M. E.; Forrest, S. R. Nature, Vol. 403, Issue 6771 https://doi.org/10.1038/35001541	journal	February 2000
Resonant energy transfer of triplet excitons from pentacene to PbSe nanocrystals Tabachnyk, Maxim; Ehrler, Bruno; Gélinas, Simon Nature Materials, Vol. 13, Issue 11 https://doi.org/10.1038/nmat4093	journal	October 2014
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
Artificial light-harvesting antennae: electronic energy transfer by way of molecular funnels Ziessel, Raymond; Harriman, Anthony Chem. Commun., Vol. 47, Issue 2 https://doi.org/10.1039/C0CC02687E	journal	January 2011
Electrocatalytic reduction of carbon dioxide mediated by Re(bipy)(CO) ₃ Cl (bipy = 2,2′-bipyridine) Hawecker, Jeannot; Lehn, Jean-Marie; Ziessel, Raymond J. Chem. Soc., Chem. Commun., Issue 6 https://doi.org/10.1039/C39840000328	journal	January 1984
Bodipy–C ₆₀ triple hydrogen bonding assemblies as heavy atom-free triplet photosensitizers: preparation and study of the singlet/triplet energy transfer Guo, Song; Xu, Liang; Xu, Kejing Chemical Science, Vol. 6, Issue 7 https://doi.org/10.1039/C4SC03865G	journal	January 2015
Photo-driven electron transfer from the highly reducing excited state of naphthalene diimide radical anion to a CO ₂ reduction catalyst within a molecular triad Martinez, Jose F.; La Porte, Nathan T.; Mauck, Catherine M. Faraday Discussions, Vol. 198 https://doi.org/10.1039/C6FD00219F	journal	January 2017
Photoinduced electron transfer from rylenediimide radical anions and dianions to Re(bpy)(CO) ₃ using red and near-infrared light La Porte, Nathan T.; Martinez, Jose F.; Hedström, Svante Chemical Science, Vol. 8, Issue 5 https://doi.org/10.1039/C6SC05103K	journal	January 2017
A femtosecond fluorescence study of vibrational relaxation and cooling dynamics of UV dyes Braem, Olivier; Penfold, Thomas J.; Cannizzo, Andrea Physical Chemistry Chemical Physics, Vol. 14, Issue 10 https://doi.org/10.1039/c2cp23167k	journal	January 2012
Triplet Exciton Bands in Aromatic Crystals Katz, Joseph L.; Jortner, Joshua; Choi, Sang‐il The Journal of Chemical Physics, Vol. 39, Issue 7 https://doi.org/10.1063/1.1734551	journal	October 1963
The speed limit for protein folding measured by triplet-triplet energy transfer Bieri, O.; Wirz, J.; Hellrung, B. Proceedings of the National Academy of Sciences, Vol. 96, Issue 17 https://doi.org/10.1073/pnas.96.17.9597	journal	August 1999
Transfer of Triplet State Energy in Fluid Solutions. III. Reversible Energy Transfer. Sandros, Kjell; Haglid, F.; Ryhage, R. Acta Chemica Scandinavica, Vol. 18 https://doi.org/10.3891/acta.chem.scand.18-2355	journal	January 1964

Cited By (2)

Photoexcited perylene diimide radical anions for the reduction of aryl halides: a bay-substituent effect Gong, Hai-Xian; Cao, Zhu; Li, Meng-Hua Organic Chemistry Frontiers, Vol. 5, Issue 15 https://doi.org/10.1039/c8qo00445e	journal	January 2018
Choosing sides: unusual ultrafast charge transfer pathways in an asymmetric electron-accepting cyclophane that binds an electron donor Zhou, Jiawang; Wu, Yilei; Roy, Indranil Chemical Science, Vol. 10, Issue 15 https://doi.org/10.1039/c8sc05514a	journal	January 2019

Similar Records

Photoinduced electron transfer from rylenediimide radical anions and dianions to Re(bpy)(CO)₃ using red and near-infrared light

Journal Article · Tue Feb 28 04:00:00 UTC 2017 · Chemical Science · OSTI ID:1425912

La Porte, Nathan T.; Martinez, Jose F.; Hedström, Svante; +6 more

Solvent control of electronic distribution in the MLCT excited states of ((bpy)(CO) sub 3 Re sup I (4,4 prime -bpy)Re sup I (CO) sub 3 (bpy)) sup 2+

Journal Article · Thu Feb 07 04:00:00 UTC 1991 · Journal of Physical Chemistry; (United States) · OSTI ID:5201872

Tapolsky, G; Duesing, R; Meyer, T J

Photoinduced electron transfer from zinc meso -tetraphenylporphyrin to a one-dimensional perylenediimide aggregate: Probing anion delocalization effects

Journal Article · Wed Jan 01 04:00:00 UTC 2020 · Journal of Porphyrins and Phthalocyanines · OSTI ID:1767770

Alzola, Joaquin M.; Powers-Riggs, Natalia E.; La Porte, Nathan T.; +3 more

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Title: Thousandfold Enhancement of Photoreduction Lifetime in Re(bpy)(CO)3 via Spin-Dependent Electron Transfer from a Perylenediimide Radical Anion Donor

Citation Formats

References (29)

Cited By (2)

Similar Records

Related Subjects

Title: Thousandfold Enhancement of Photoreduction Lifetime in Re(bpy)(CO)₃ via Spin-Dependent Electron Transfer from a Perylenediimide Radical Anion Donor