Nature
General cross-coupling reactions with adaptive dynamic homogeneous catalysis
Ghosh Indrajit
1
,
Shlapakov Nikita
1, 2
,
Karl Tobias A
1
,
Düker Jonas
1
,
Nikitin Maksim
1
,
Burykina Julia V
2
,
1
Fakultät für Chemie und Pharmazie, Universität Regensburg, Regensburg, Germany
|
Publication type: Journal Article
Publication date: 2023-06-14
Multidisciplinary
Abstract
Cross-coupling reactions are among the most important transformations in modern organic synthesis1–3. Although the range of reported (het)aryl halides and nucleophile coupling partners is very large considering various protocols, the reaction conditions vary considerably between compound classes, necessitating renewed case-by-case optimization of the reaction conditions4. Here we introduce adaptive dynamic homogeneous catalysis (AD-HoC) with nickel under visible-light-driven redox reaction conditions for general C(sp2)–(hetero)atom coupling reactions. The self-adjustive nature of the catalytic system allowed the simple classification of dozens of various classes of nucleophiles in cross-coupling reactions. This is synthetically demonstrated in nine different bond-forming reactions (in this case, C(sp2)–S, Se, N, P, B, O, C(sp3, sp2, sp), Si, Cl) with hundreds of synthetic examples under predictable reaction conditions. The catalytic reaction centre(s) and conditions differ from one another by the added nucleophile, or if required, a commercially available inexpensive amine base. A self-adjustive catalytic system with nickel under visible-light-driven redox reaction conditions provides a general method for carbon–(hetero)atom cross-coupling reactions and is demonstrated for nine different bond-forming reactions.
Citations by journals
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1
2
3
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ACS Catalysis
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ACS Catalysis
3 publications, 30%
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Journal of Organic Chemistry
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Journal of Organic Chemistry
2 publications, 20%
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Journal of the American Chemical Society
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Journal of the American Chemical Society
2 publications, 20%
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Nachrichten aus der Chemie
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Nachrichten aus der Chemie
1 publication, 10%
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Inorganic Chemistry
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Inorganic Chemistry
1 publication, 10%
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Organic Letters
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Organic Letters
1 publication, 10%
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1
2
3
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Citations by publishers
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1
2
3
4
5
6
7
8
9
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American Chemical Society (ACS)
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American Chemical Society (ACS)
9 publications, 90%
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Wiley
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Wiley
1 publication, 10%
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1
2
3
4
5
6
7
8
9
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Ghosh I. et al. General cross-coupling reactions with adaptive dynamic homogeneous catalysis // Nature. 2023.
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Ghosh I., Shlapakov N., Karl T. A., Düker J., Nikitin M., Burykina J. V., Ananikov V. P., König B. General cross-coupling reactions with adaptive dynamic homogeneous catalysis // Nature. 2023.
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TY - JOUR
DO - 10.1038/s41586-023-06087-4
UR - https://doi.org/10.1038%2Fs41586-023-06087-4
TI - General cross-coupling reactions with adaptive dynamic homogeneous catalysis
T2 - Nature
AU - Ghosh, Indrajit
AU - Shlapakov, Nikita
AU - Karl, Tobias A
AU - Düker, Jonas
AU - Nikitin, Maksim
AU - Burykina, Julia V
AU - Ananikov, Valentine P.
AU - König, Burkhard
PY - 2023
DA - 2023/06/14 00:00:00
PB - Springer Nature
SN - 0028-0836
SN - 1476-4687
ER -
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@article{2023_Ghosh,
author = {Indrajit Ghosh and Nikita Shlapakov and Tobias A Karl and Jonas Düker and Maksim Nikitin and Julia V Burykina and Valentine P. Ananikov and Burkhard König},
title = {General cross-coupling reactions with adaptive dynamic homogeneous catalysis},
journal = {Nature},
year = {2023},
publisher = {Springer Nature},
month = {jun},
url = {https://doi.org/10.1038%2Fs41586-023-06087-4},
doi = {10.1038/s41586-023-06087-4}
}