Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis
Abstract
The merger of photoredox catalysis with transition metal catalysis, termed metallaphotoredox catalysis, has become a mainstay in synthetic methodology over the past decade. Metallaphotoredox catalysis has combined the unparalleled capacity of transition metal catalysis for bond formation with the broad utility of photoinduced electron- and energy-transfer processes. Photocatalytic substrate activation has allowed the engagement of simple starting materials in metal-mediated bond-forming processes. Moreover, electron or energy transfer directly with key organometallic intermediates has provided novel activation modes entirely complementary to traditional catalytic platforms. Finally, this Review details and contextualizes the advancements in molecule construction brought forth by metallaphotocatalysis.
- Authors:
-
- Princeton Univ., NJ (United States). Merck Center for Catalysis
- Publication Date:
- Research Org.:
- Princeton Univ., NJ (United States); Energy Frontier Research Centers (EFRC) (United States). Bio-inspired Light-Escalated Chemistry (BioLEC)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES); National Institute of General Medical Sciences (NIGMS)
- OSTI Identifier:
- 2281322
- Grant/Contract Number:
- SC0019370; R35GM134897-01
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Chemical Reviews
- Additional Journal Information:
- Journal Volume: 122; Journal Issue: 2; Journal ID: ISSN 0009-2665
- Publisher:
- American Chemical Society
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Alkyls; Anions; Catalysis; Coupling reactions; Cross coupling reaction; metallophotoredox catalysis
Citation Formats
Chan, Amy Y., Perry, Ian B., Bissonnette, Noah B., Buksh, Benito F., Edwards, Grant A., Frye, Lucas I., Garry, Olivia L., Lavagnino, Marissa N., Li, Beryl X., Liang, Yufan, Mao, Edna, Millet, Agustin, Oakley, James V., Reed, Nicholas L., Sakai, Holt A., Seath, Ciaran P., and MacMillan, David C. Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis. United States: N. p., 2021.
Web. doi:10.1021/acs.chemrev.1c00383.
Chan, Amy Y., Perry, Ian B., Bissonnette, Noah B., Buksh, Benito F., Edwards, Grant A., Frye, Lucas I., Garry, Olivia L., Lavagnino, Marissa N., Li, Beryl X., Liang, Yufan, Mao, Edna, Millet, Agustin, Oakley, James V., Reed, Nicholas L., Sakai, Holt A., Seath, Ciaran P., & MacMillan, David C. Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis. United States. https://doi.org/10.1021/acs.chemrev.1c00383
Chan, Amy Y., Perry, Ian B., Bissonnette, Noah B., Buksh, Benito F., Edwards, Grant A., Frye, Lucas I., Garry, Olivia L., Lavagnino, Marissa N., Li, Beryl X., Liang, Yufan, Mao, Edna, Millet, Agustin, Oakley, James V., Reed, Nicholas L., Sakai, Holt A., Seath, Ciaran P., and MacMillan, David C. Thu .
"Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis". United States. https://doi.org/10.1021/acs.chemrev.1c00383. https://www.osti.gov/servlets/purl/2281322.
@article{osti_2281322,
title = {Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis},
author = {Chan, Amy Y. and Perry, Ian B. and Bissonnette, Noah B. and Buksh, Benito F. and Edwards, Grant A. and Frye, Lucas I. and Garry, Olivia L. and Lavagnino, Marissa N. and Li, Beryl X. and Liang, Yufan and Mao, Edna and Millet, Agustin and Oakley, James V. and Reed, Nicholas L. and Sakai, Holt A. and Seath, Ciaran P. and MacMillan, David C.},
abstractNote = {The merger of photoredox catalysis with transition metal catalysis, termed metallaphotoredox catalysis, has become a mainstay in synthetic methodology over the past decade. Metallaphotoredox catalysis has combined the unparalleled capacity of transition metal catalysis for bond formation with the broad utility of photoinduced electron- and energy-transfer processes. Photocatalytic substrate activation has allowed the engagement of simple starting materials in metal-mediated bond-forming processes. Moreover, electron or energy transfer directly with key organometallic intermediates has provided novel activation modes entirely complementary to traditional catalytic platforms. Finally, this Review details and contextualizes the advancements in molecule construction brought forth by metallaphotocatalysis.},
doi = {10.1021/acs.chemrev.1c00383},
journal = {Chemical Reviews},
number = 2,
volume = 122,
place = {United States},
year = {Thu Nov 18 00:00:00 EST 2021},
month = {Thu Nov 18 00:00:00 EST 2021}
}
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Visible-Light-Promoted Manganese-Catalyzed Atom Transfer Radical Cyclization of Unactivated Alkyl Iodides
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Generation and Reactivity of Amidyl Radicals: Manganese‐Mediated Atom‐Transfer Reaction
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Visible-Light-Mediated Manganese-Catalyzed Allylation Reactions of Unactivated Alkyl Iodides
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Visible-Light-Initiated Manganese-Catalyzed E -Selective Hydrosilylation and Hydrogermylation of Alkynes
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Mn-Catalysed photoredox hydroxytrifluoromethylation of aliphatic alkenes using CF 3 SO 2 Na
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Kinetics and mechanism of apparent alkyl transfer from alkylcobaloximes to cobaloxime(I), cobaloxime(II), and cobaloxime(III) reagents
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Bimolecular homolytic displacement of transition-metal complexes from carbon
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Connecting Organometallic Ni(III) and Ni(IV): Reactions of Carbon-Centered Radicals with High-Valent Organonickel Complexes
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Reductive radical-polar crossover: traditional electrophiles in modern radical reactions
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Catalytic Carbocation Generation Enabled by the Mesolytic Cleavage of Alkoxyamine Radical Cations
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Spin-Selective Generation of Triplet Nitrenes: Olefin Aziridination through Visible-Light Photosensitization of Azidoformates
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Microenvironment mapping via Dexter energy transfer on immune cells
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Photoredox-Assisted Gold-Catalyzed Arylative Alkoxycyclization of 1,6-Enynes
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