Coordination chemistry of new chiral P,N ferrocenyl ligands with half-sandwich ruthenium(II), rhodium(III), and iridium(III) complexes

Muh Mei Wei, Max García-Melchor, Jean Claude Daran, Catherine Audin, Agustí Lledós, Rinaldo Poli, Eric Deydier, Eric Manoury

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24 Citations (Scopus)

Abstract

The new half-sandwich ruthenium(II), rhodium(III), and iridium(III) complexes (p-cymene)RuCl 2L and Cp*MCl 2L (M = Rh, Ir), where L is a planar chiral ferrocenyl tosylamine-phosphine ligand {1,2-(TosNRCH 2)(PPh 2)C 5H 3}FeCp (R = H, Me) coordinated in a monodentate fashion (κ 1P), have been synthesized and fully characterized both in solution (multinuclear NMR, mass spectrometry) and in the solid state (X-ray analysis on single crystals). Intra- and intermolecular N-H⋯Cl bonds were observed. Variable-temperature NMR shows an equilibrium between different structures, which have been discussed with the help of DFT calculations. Addition of triethylamine to the complexes with R = H allows removing the tosylamide acidic hydrogen, giving rise to a ferrocenyl amidophosphine ligand coordinated in a bidentate fashion (κ 2P,N). All complexes have been fully characterized by multinuclear NMR and mass spectrometry. The structure of the iridium complex, determined by X-ray diffraction, shows a planar nitrogen atom and a stable metal-centered chirality. Only the most stable diastereoisomer, according to DFT calculations, has been observed. A number of these complexes were assessed in the catalytic transfer hydrogenation and asymmetric transfer hydrogenation of acetophenone. © 2012 American Chemical Society.
Original languageEnglish
Pages (from-to)6669-6680
JournalOrganometallics
Volume31
Issue number18
DOIs
Publication statusPublished - 24 Sep 2012

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