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Buchwald‐Hartwig amination of coordinating heterocycles enabled by large‐but‐flexible Pd‐BIAN‐NHC catalysts.
Autorzy
Rok wydania
2022
Czasopismo
Numer woluminu
28
Strony
e202103341/1-202103341/6
DOI
10.1002/chem.202103341
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
A new class of large-but-flexible Pd-BIAN-NHC catalysts (BIAN=acenaphthoimidazolylidene, NHC=N-heterocyclic carbene) has been rationally designed to enable the challenging Buchwald-Hartwig amination of coordinating heterocycles. This robust class of BIAN-NHC catalysts permits cross-coupling under practical aerobic conditions of a variety of heterocycles with aryl, alkyl, and heteroarylamines, including historically challenging oxazoles and thiazoles as well as electron-deficient heterocycles containing multiple heteroatoms with BIAN-INon (N,N′-bis(2,6-di(4-heptyl)phenyl)-7H-acenaphtho[1,2-d]imidazol-8-ylidene) as the most effective ligand. Studies on the ligand structure and electronic properties of the carbene center are reported. The study should facilitate the discovery of even more active catalyst systems based on the unique BIAN-NHC scaffold.
Słowa kluczowe
Buchwald‐Hartwig amination, heterocycles, N-hterocyclic carbenes, palladium
Adres publiczny
http://dx.doi.org/10.1002/chem.202103341
Strona internetowa wydawcy
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