Asymmetric Kumada–Tamao–Corriu Cross-Coupling Catalyzed by Chiral Pd(NHC) Complexes
Year: 2025
Type: article
Abstract: The Kumada–Tamao–Corriu cross-coupling reaction affording axially chiral biaryl compounds has been investigated with various chiral Pd(NHC) complexes (NHC = N-heterocyclic carbene). While the nature of the aryl halide partner did not have an influence on the enantioselectivity, the enantioenrichment of coupling products was found to be highly dependent on the structure of the arylmagnesium halide, and also on the chiral Pd(NHC) complex used. Thus, up to 63% ee was achieved using an atropisomeric Pd(NHC) complex. These data, along with role-reversal experiments of cross-coupling partners, suggest that the reductive elimination step is likely to be rate- and enantio-determining.
Source: Synthesis
DOI: 10.1055/a-2722-7001
Authors: Paul R. Guerin, Yajie Chou, Sophie Ronzière, Muriel Serradeil-Albalat, Marion Jean, Nicolas Vanthuyne, Damien Hérault, Hervé Clavier
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W4415112408