Wydział Chemii

Pengcheng Gao

Jihong Xu

Tongliang Zhou

Yanhong Liu

Elwira Bisz

Błażej Dziuk

Roger Lalancette

Roman Szostak

Dongju Zhang

Michal Szostak

2023

Angewandte Chemie - International Edition

62

e202218427/1-e202218427/11

10.1002/anie.202218427

Naukowa

Angielski

Artykuł

In the last decade, major advances have been made in homogeneous gold catalysis. However, Au^I/Au^III catalytic cycle remains much less explored due to the reluctance of Au^I to undergo oxidative addition and the stability of the Au^III intermediate. Herein, we report activation of aryl halides at gold(I) enabled by NHC (NHC=N-heterocyclic carbene) ligands through the development of a new class of L-shaped heterobidentate ImPy (ImPy=imidazo[1,5-a]pyridin-3-ylidene) N,C ligands that feature hemilabile character of the amino group in combination with strong σ-donation of the carbene center in a rigid conformation, imposed by the ligand architecture. Detailed characterization and control studies reveal key ligand features for Au^I/Au^III redox cycle, wherein the hemilabile nitrogen is placed at the coordinating position of a rigid framework. Given the tremendous significance of homogeneous gold catalysis, we anticipate that this ligand platform will find widespread application.

Aryl Halides, Bidentate Ligand Design, Gold Catalysis, N-Heterocyclic Carbene, Oxidant-Free

http://dx.doi.org/10.1002/anie.202218427

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