Accessing Photoredox Transformations with an Iron(III) Photosensitizer and Green Light

Aydogan, Akin; Bangle, Rachel E.; Cadranel, Alejandro; Turlington, Michael D.; Conroy, Daniel T.; Cauët, Emilie; Singleton, Michael L.; Meyer, Gerald J.; Sampaio, Renato N.; Elias, Benjamin; Troian-Gautier, Ludovic

doi:10.1021/jacs.1c06081

Title: Accessing Photoredox Transformations with an Iron(III) Photosensitizer and Green Light

Journal Article · 16 September 2021 · Journal of the American Chemical Society

DOI: https://doi.org/10.1021/jacs.1c06081 · OSTI ID:1830361

Aydogan, Akin ^[1]; Bangle, Rachel E. ^[2];

^[3]; Turlington, Michael D. ^[2]; Conroy, Daniel T. ^[2]; Cauët, Emilie ^[4]; Singleton, Michael L. ^[1];

^[2];

^[5];

^[1];

^[6]

Université Catholique de Louvain (UCLouvain), Louvain-la-Neuve (Belgium). Institut de la Matière Condensée et des Nanosciences (IMCN), Molecular Chemistry, Materials and Catalysis (MOST)
Univ. of North Carolina, Chapel Hill, NC (United States)
Friedrich-Alexander-Universität, Erlangen (Germany). Interdisciplinary Center for Molecular Materials (ICMM); Universidad de Buenos Aires (Argentina); Universidad de Buenos Aires (Argentina). Instituto de Química Física de Materiales, Medio Ambiente y Energía (INQUIMAE)
Université Libre de Bruxelles, Brussels (Belgium)
Brookhaven National Lab. (BNL), Upton, NY (United States)
Université Catholique de Louvain (UCLouvain), Louvain-la-Neuve (Belgium). Institut de la Matière Condensée et des Nanosciences (IMCN), Molecular Chemistry, Materials and Catalysis (MOST); Université Libre de Bruxelles (ULB), Brussels (Belgium). Laboratoire de Chimie Organique; Univ. of North Carolina, Chapel Hill, NC (United States)

Efficient excited-state electron transfer between an iron(III) photosensitizer and organic electron donors was realized with green light irradiation. This advance was enabled by the use of the previously reported iron photosensitizer, [Fe(phtmeimb)₂]+ (phtmeimb = {phenyl[tris(3-methyl-imidazolin-2-ylidene)]borate}, that exhibited long-lived and luminescent ligand-to-metal charge transfer (LMCT) excited states. A benchmark dehalogenation reaction was investigated with catalytic yieldsthat exceed 90% and an enhanced stability relative to the prototypical photosensitizer [Ru(bpy)₃]²⁺. The initial catalytic step is electron transfer from an amine to the photoexcited iron sensitizer that is shown to occur with a large cage-escape yield. For LMCT excited states, this reductive electron transfer is vectoral and may be a general advantage of Fe(III) photosensitizers. In-depth time-resolved spectroscopic methods, that include transient absorption characterization from the ultraviolet to the infrared regions, provided a quantitative description of the catalytic mechanism with associated rate constants and yields.

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Research Organization:: Brookhaven National Laboratory (BNL), Upton, NY (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division

Grant/Contract Number:: SC0012704; SC0021173

OSTI ID:: 1830361

Report Number(s):: BNL--222408-2021-JAAM

Journal Information:: Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 38 Vol. 143; ISSN 0002-7863

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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