Mechanistic Origin of Photoredox Catalysis Involving Iron(II) Polypyridyl Chromophores

Woodhouse, Matthew D.; McCusker, James K.

doi:10.1021/jacs.0c08389

Title: Mechanistic Origin of Photoredox Catalysis Involving Iron(II) Polypyridyl Chromophores

Abstract

Photoredox catalysis employing ruthenium- and iridium-based chromophores have been the subject of considerable research. However, the natural abundance of these elements are among the lowest on the periodic table, a fact that has led to an interest in developing chromophores based on earth-abundant transition metals that can perform the same function. There have been reports of using Fe^II-based polypyridyl complexes as photocatalysts, but there is limited mechanistic information pertaining to the nature of their reactivity in the context of photoredox chemistry. Herein, we report the results of bimolecular quenching studies between [Fe(tren(py)₃)]²⁺ (where tren(py)₃ = tris(2-pyridyl-methylimino-ethyl)amine) and a series of benzoquinoid acceptors. The data provide direct evidence of electron transfer involving the lowest-energy ligand-field excited state of the Fe(II)-based photosensitizer, definitively establishing that Fe(II) polypyridyl complexes can engage in photoinduced redox reactions but by a mechanism that is fundamentally different than the MLCT-based chemistry endemic to their second- and third-row congeners.

Authors:

Woodhouse, Matthew D. ^[1];

^[1]

Michigan State Univ., East Lansing, MI (United States)

Publication Date:: Fri Sep 11 00:00:00 EDT 2020

Research Org.:: Princeton Univ., NJ (United States); Energy Frontier Research Centers (EFRC) (United States). Bioinspired Light-Escalated Chemistry (BioLEC)

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

OSTI Identifier:: 1659685

Grant/Contract Number:: SC0019370

Resource Type:: Accepted Manuscript

Journal Name:: Journal of the American Chemical Society

Additional Journal Information:: Journal Volume: 142; Journal Issue: 38; Journal ID: ISSN 0002-7863

Publisher:: American Chemical Society (ACS)

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Transfer reactions; Charge transfer; Chromophores; Quenching; Excited states

Citation Formats


                    Woodhouse, Matthew D., and McCusker, James K. Mechanistic Origin of Photoredox Catalysis Involving Iron(II) Polypyridyl Chromophores.  United States: N. p., 2020. 
Web.  doi:10.1021/jacs.0c08389.

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                    Woodhouse, Matthew D., & McCusker, James K. Mechanistic Origin of Photoredox Catalysis Involving Iron(II) Polypyridyl Chromophores.  United States.  https://doi.org/10.1021/jacs.0c08389

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                    Woodhouse, Matthew D., and McCusker, James K. Fri .  
"Mechanistic Origin of Photoredox Catalysis Involving Iron(II) Polypyridyl Chromophores".  United States.  https://doi.org/10.1021/jacs.0c08389.  https://www.osti.gov/servlets/purl/1659685.

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@article{osti_1659685,

  title        = {Mechanistic Origin of Photoredox Catalysis Involving Iron(II) Polypyridyl Chromophores},

  author       = {Woodhouse, Matthew D. and McCusker, James K.},

  abstractNote = {Photoredox catalysis employing ruthenium- and iridium-based chromophores have been the subject of considerable research. However, the natural abundance of these elements are among the lowest on the periodic table, a fact that has led to an interest in developing chromophores based on earth-abundant transition metals that can perform the same function. There have been reports of using FeII-based polypyridyl complexes as photocatalysts, but there is limited mechanistic information pertaining to the nature of their reactivity in the context of photoredox chemistry. Herein, we report the results of bimolecular quenching studies between [Fe(tren(py)3)]2+ (where tren(py)3 = tris(2-pyridyl-methylimino-ethyl)amine) and a series of benzoquinoid acceptors. The data provide direct evidence of electron transfer involving the lowest-energy ligand-field excited state of the Fe(II)-based photosensitizer, definitively establishing that Fe(II) polypyridyl complexes can engage in photoinduced redox reactions but by a mechanism that is fundamentally different than the MLCT-based chemistry endemic to their second- and third-row congeners.},

  doi          = {10.1021/jacs.0c08389},

  journal      = {Journal of the American Chemical Society},

  number       = 38,

  volume       = 142,

  place        = {United States},

  year         = {Fri Sep 11 00:00:00 EDT 2020},

  month        = {Fri Sep 11 00:00:00 EDT 2020}

}

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Title: Mechanistic Origin of Photoredox Catalysis Involving Iron(II) Polypyridyl Chromophores

Abstract

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journal, April 2020

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Luminescence of tris(2,2'-bipyridine)ruthenium(II) dichloride
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Ru(II) polypyridine complexes: photophysics, photochemistry, eletrochemistry, and chemiluminescence
journal, March 1988

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A family of luminescent coordination compounds: iridium(iii) polyimine complexes
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Chromium photocatalysis: accessing structural complements to Diels–Alder adducts with electron-deficient dienophiles
journal, January 2017

Organocatalytic Enantioselective Alkylation of Aldehydes with [Fe(bpy) ₃ ]Br ₂ Catalyst and Visible Light
journal, September 2015

Photochemical Synthesis of Carbazoles Using an [Fe(phen) ₃ ](NTf ₂ ) ₂ /O ₂ Catalyst System: Catalysis toward Sustainability
journal, September 2016

Intramolecular Aromatic C–H Acyloxylation Enabled by Iron Photocatalysis
journal, January 2020

Electronic structure in the transition metal block and its implications for light harvesting
journal, January 2019

Femtosecond Excited-State Dynamics of an Iron(II) Polypyridyl Solar Cell Sensitizer Model
journal, May 2000

Femtosecond Time-Resolved Optical and Raman Spectroscopy of Photoinduced Spin Crossover: Temporal Resolution of Low-to-High Spin Optical Switching
journal, October 2008

Photo-Induced Spin-State Conversion in Solvated Transition Metal Complexes Probed via Time-Resolved Soft X-ray Spectroscopy
journal, May 2010

Femtosecond Soft X-ray Spectroscopy of Solvated Transition-Metal Complexes: Deciphering the Interplay of Electronic and Structural Dynamics
journal, March 2011

Excited State Redox Potentials of Ruthenium Diimine Complexes; Correlations with Ground State Redox Potentials and Ligand Parameters
journal, March 1995

Kinetics of Fluorescence Quenching by Electron and H-Atom Transfer
journal, January 1970

Angular Momentum Conservation in Dipolar Energy Transfer
journal, December 2011