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

DOI

10.3906/kim-1507-73

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.

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, AGNES; DEYDIER, ERIC; MANOURY, ERIC; DARAN, JEAN-CLAUDE; AUDIN, CATHERINE; and POLI, RINALDO (2015) "Contribution of heterobifunctional ligands to transition metal-catalysed C--C coupling reactions," Turkish Journal of Chemistry: Vol. 39: No. 6, Article 2. https://doi.org/10.3906/kim-1507-73
Available at: https://journals.tubitak.gov.tr/chem/vol39/iss6/2