Repozytorium

Buchwald‐Hartwig amination of coordinating heterocycles enabled by large‐but‐flexible Pd‐BIAN‐NHC catalysts.

Autorzy

Dong-Hui Li

Xiao-Bing Lan

A-Xiang Song

Md. Mahbubur Rahman

Chang Xu

Fei-Dong Huang

Roman Szostak

Michal Szostak

Feng-Shou Liu

Rok wydania

2022

Czasopismo

Chemistry-A European Journal

Numer woluminu

28

Strony

e202103341/1-202103341/6

DOI

10.1002/chem.202103341

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

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

onlinelibrary.wiley.com

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