General cross-coupling reactions with adaptive dynamic homogeneous catalysis

Indrajit Ghosh (), Nikita Shlapakov, Tobias A. Karl, Jonas Düker, Maksim Nikitin, Julia V. Burykina, Valentine P. Ananikov and Burkhard König ()
Additional contact information
Indrajit Ghosh: Universität Regensburg
Nikita Shlapakov: Universität Regensburg
Tobias A. Karl: Universität Regensburg
Jonas Düker: Universität Regensburg
Maksim Nikitin: Universität Regensburg
Julia V. Burykina: Russian Academy of Sciences
Valentine P. Ananikov: Russian Academy of Sciences
Burkhard König: Universität Regensburg

Nature, 2023, vol. 619, issue 7968, 87-93

Abstract: 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.

Date: 2023
References: Add references at CitEc
Citations: View citations in EconPapers (1)

Downloads: (external link)
https://www.nature.com/articles/s41586-023-06087-4 Abstract (text/html)
Access to the full text of the articles in this series is restricted.

Related works:
This item may be available elsewhere in EconPapers: Search for items with the same title.

Export reference: BibTeX RIS (EndNote, ProCite, RefMan) HTML/Text

Persistent link: https://EconPapers.repec.org/RePEc:nat:nature:v:619:y:2023:i:7968:d:10.1038_s41586-023-06087-4

Ordering information: This journal article can be ordered from
https://www.nature.com/

DOI: 10.1038/s41586-023-06087-4

Access Statistics for this article

Nature is currently edited by Magdalena Skipper

More articles in Nature from Nature
Bibliographic data for series maintained by Sonal Shukla () and Springer Nature Abstracting and Indexing ().