Contribution of heterobifunctional ligands to transition metal-catalysed C--C coupling reactions

Authors

AGNES LABANDE
ERIC DEYDIER
ERIC MANOURY
JEAN-CLAUDE DARAN
CATHERINE AUDIN
RINALDO POLI

Abstract

In this account the authors' latest results in C-C coupling catalysis are reviewed. First, an efficient catalytic system for the Kumada-Tamao-Corriu coupling reaction based on NHC-phosphine (NHC = N-heterocyclic carbene) nickel complexes is presented. Then the use of palladium complexes of chiral ferrocenyl NHC-phosphines in the asymmetric Suzuki-Miyaura coupling reaction is reported. High catalytic activities and moderate enantioselectivities (ee up to 46%) were obtained. Chiral ferrocenyl phosphine-ethers were also tested in the asymmetric Suzuki-Miyaura reaction yielding good activities and moderate enantioselectivities (ee up to 37%). Finally, the original synthesis of a ferrocenyl rhodium(III) complex and its successful use as catalyst for a C-C coupling reaction via C-H activation of 2-phenylpyridine is presented.

DOI

10.3906/kim-1507-73

Keywords

Chiral ferrocenyl ligands, NHC ligands, P, O ligands, palladium, Kumada-Tamao-Corriu reaction, Suzuki-Miyaura cross-coupling, asymmetric catalysis

First Page

1158

Last Page

1170

Recommended Citation

LABANDE, A, DEYDIER, E, MANOURY, E, DARAN, J, AUDIN, C, & POLI, R (2015). Contribution of heterobifunctional ligands to transition metal-catalysed C--C coupling reactions. Turkish Journal of Chemistry 39 (6): 1158-1170. https://doi.org/10.3906/kim-1507-73