Skip to Main content Skip to Navigation
Journal articles

Transition metal complexes bearing atropisomeric saturated NHC ligands

Abstract : From achiral imidazolinium salts, chiral transition metal complexes containing an N-heterocyclic carbene (NHC) ligand were prepared (metal = palladium, copper, silver, gold, rhodium). Axial chirality in these complexes results from the formation of the metal-carbene bond leading to the restriction of rotation of dissymmetric N-aryl substituents about the C–N bond. When these complexes exhibited a sufficient configurational stability, a resolution by chiral high-performance liquid chromatography (HPLC) on preparative scale enabled isolation of enantiomers with excellent enantiopurities (>99% ee) and good yields. A study of the enantiomerization barriers revealed the effect of the backbone nature as well as the type of transition metal on its values. Nevertheless, the evaluation of palladium-based complexes in asymmetric intramolecular α-arylation of amides demonstrated that the ability to induce an enantioselectivity cannot be correlated to the configurational stability of the precatalysts.
Document type :
Journal articles
Complete list of metadata
Contributor : Hervé Clavier Connect in order to contact the contributor
Submitted on : Tuesday, December 21, 2021 - 11:14:10 PM
Last modification on : Sunday, June 26, 2022 - 10:05:38 AM
Long-term archiving on: : Wednesday, March 23, 2022 - 10:21:18 AM


For HAL.pdf
Files produced by the author(s)





Mariia Savchuk, Lucas Bocquin, Muriel Albalat, Marion Jean, Nicolas Vanthuyne, et al.. Transition metal complexes bearing atropisomeric saturated NHC ligands. Chirality, Wiley, 2022, 34 (1), pp.13-26. ⟨10.1002/chir.23378⟩. ⟨hal-03500191⟩



Record views


Files downloads