Exploiting the Marcus inverted region for first-row transition metal–based photoredox catalysis

Chan, Amy Y.; Ghosh, Atanu; Yarranton, Jonathan T.; Twilton, Jack; Jin, Jian; Arias-Rotondo, Daniela M.; Sakai, Holt A.; McCusker, James K.; MacMillan, David C.

doi:10.1126/science.adj0612

Title: Exploiting the Marcus inverted region for first-row transition metal–based photoredox catalysis

Journal Article · 12 October 2023 · Science

DOI: https://doi.org/10.1126/science.adj0612 · OSTI ID:2280827

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Princeton Univ., NJ (United States). Merck Center for Catalysis; Michigan State University
Michigan State Univ., East Lansing, MI (United States)
Princeton Univ., NJ (United States). Merck Center for Catalysis
Princeton Univ., NJ (United States). Merck Center for Catalysis; Chinese Academy of Sciences (CAS), Shanghai (China). Shanghai Institute of Organic Chemistry; University of Chinese Academy of Sciences, Shanghai (China)

Second- and third-row transition metal complexes are widely employed in photocatalysis, whereas earth-abundant first-row transition metals have found only limited use because of the prohibitively fast decay of their excited states. Here we report an unforeseen reactivity mode for productive photocatalysis that uses cobalt polypyridyl complexes as photocatalysts by exploiting Marcus inverted region behavior that couples increases in excited-state energies with increased excited-state lifetimes. These cobalt (III) complexes can engage in bimolecular reactivity by virtue of their strong redox potentials and sufficiently long excited-state lifetimes, catalyzing oxidative C(sp²)–N coupling of aryl amides with challenging sterically hindered aryl boronic acids. More generally, the results imply that chromophores can be designed to increase excited-state lifetimes while simultaneously increasing excited-state energies, providing a pathway for the use of relatively abundant metals as photoredox catalysts.

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Research Organization:: Princeton University; Michigan State University; Energy Frontier Research Centers (EFRC) (United States). Bio-inspired Light-Escalated Chemistry (BioLEC)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); National Institute of General Medical Sciences (NGIMS); National Science Foundation (NSF)

Grant/Contract Number:: SC0019370

OSTI ID:: 2280827

Journal Information:: Science, Journal Name: Science Journal Issue: 6667 Vol. 382; ISSN 0036-8075

Publisher:: AAASCopyright Statement

Country of Publication:: United States

Language:: English

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Marcus region
Photoredox catalysis
First-row transition metals
Oxidative C-N coupling.

CCDC 2158018: Experimental Crystal Structure Determination Y., Chan, Amy; Atanu, Ghosh,; T., Yarranton, Jonathan https://doi.org/10.5517/ccdc.csd.cc2bflhw The current record is supplemented by this dataset	dataset	January 2023
CCDC 2158006: Experimental Crystal Structure Determination Y., Chan, Amy; Atanu, Ghosh,; T., Yarranton, Jonathan https://doi.org/10.5517/ccdc.csd.cc2bfl3h The current record is supplemented by this dataset	dataset	January 2023

Title: Exploiting the Marcus inverted region for first-row transition metal–based photoredox catalysis

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