Repozytorium

[(NHC)PdCl2(Aniline)] Complexes: Easily Synthesized, Highly Active Pd(II)–NHC Precatalysts for Cross-Coupling Reactions

Autorzy

Qinqin Xia

Shicheng Shi

Pengcheng Gao

Roger Lalancette

Roman Szostak

Michal Szostak

Rok wydania

2021

Czasopismo

Journal of Organic Chemistry

Numer woluminu

86

Strony

15648-15657

DOI

10.1021/acs.joc.1c02183

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

We report the synthesis, characterization, and reactivity of [(NHC)PdCl2(aniline)] complexes. These well-defined, air- and moisture-stable catalysts are highly active in the Suzuki–Miyaura cross-coupling of amides by N–C(O) activation as well as in the Suzuki–Miyaura cross-coupling of esters, aryl chlorides, and Buchwald–Hartwig amination. Most crucially, this study introduces broadly available anilines as stabilizing ligands for well-defined Pd(II)–NHC catalysts. The availability of various aniline scaffolds, including structural and electronic diversity, has a significant potential in fine-tuning of challenging cross-couplings by Pd–NHCs. The parent catalyst in this class, [Pd(IPr)(AN)Cl2], has been commercialized in collaboration with Millipore Sigma, offering broad access for reaction screening and optimization.

Słowa kluczowe

Amides, Ligands, Chromatography, Catalysts, Cross coupling reaction

Adres publiczny

http://dx.doi.org/10.1021/acs.joc.1c02183

Strona internetowa wydawcy

https://www.acs.org/content/acs/en.html

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