Direkt zum Inhalt

Ghosh, Indrajit ; Shlapakov, Nikita S. ; Karl, Tobias A. ; Düker, Jonas ; Nikitin, Maksim ; Burykina, Julia V. ; Ananikov, Valentine P. ; König, Burkhard

General cross-coupling reactions with adaptive dynamic homogeneous catalysis

Ghosh, Indrajit , Shlapakov, Nikita S., Karl, Tobias A. , Düker, Jonas , Nikitin, Maksim , Burykina, Julia V., Ananikov, Valentine P. und König, Burkhard (2023) General cross-coupling reactions with adaptive dynamic homogeneous catalysis. Nature 619, S. 87-93.

Veröffentlichungsdatum dieses Volltextes: 22 Jun 2023 08:09
Artikel
DOI zum Zitieren dieses Dokuments: 10.5283/epub.54398


Zusammenfassung

Cross-coupling reactions are among the most important transformations in modern organic synthesis(1-3). 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 conditions(4). Here we introduce ...

Cross-coupling reactions are among the most important transformations in modern organic synthesis(1-3). 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 conditions(4). Here we introduce adaptive dynamic homogeneous catalysis (AD-HoC) with nickel under visible-light-driven redox reaction conditions for general C(sp(2))-(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(sp(2))-S, Se, N, P, B, O, C(sp(3), sp(2), 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.



Beteiligte Einrichtungen


Details

DokumentenartArtikel
Titel eines Journals oder einer ZeitschriftNature
Verlag:NATURE PORTFOLIO
Ort der Veröffentlichung:BERLIN
Band:619
Seitenbereich:S. 87-93
Datum14 Juni 2023
InstitutionenChemie und Pharmazie > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Identifikationsnummer
WertTyp
10.1038/s41586-023-06087-4DOI
Stichwörter / KeywordsARYL
Dewey-Dezimal-Klassifikation500 Naturwissenschaften und Mathematik > 540 Chemie
StatusVeröffentlicht
BegutachtetJa, diese Version wurde begutachtet
An der Universität Regensburg entstandenZum Teil
URN der UB Regensburgurn:nbn:de:bvb:355-epub-543982
Dokumenten-ID54398

Bibliographische Daten exportieren

Nur für Besitzer und Autoren: Kontrollseite des Eintrags

nach oben