Applications of transition metal complexes containing 3,3′-bis(diphenylphosphinoamine)-2,2′-bipyridine ligand to transfer hydrogenation of ketones

作者: Murat Aydemir , Nermin Meric , Akın Baysal

DOI: 10.1016/J.JORGANCHEM.2012.08.031

关键词: CatalysisIridiumTransfer hydrogenationLigandChemistryAcetophenoneRhodiumStereochemistry2,2'-BipyridineBenzeneMedicinal chemistry

摘要: Abstract Hydrogen transfer reduction processes are attracting increasing interest from synthetic chemists in view of their operational simplicity. 3,3′-bis(diphenylphosphinoamine)-2,2′-bipyridine, (Ph 2 PNH) C 10 H 6 N , was prepared through a single step reaction 3,3′-diamino-2,2′-bipyridine with diphenylchlorophosphine. Reaction [Ru(η -benzene)(μ-Cl)Cl] [Rh(μ-Cl)(cod)] or [Ir(η 5 -C Me )(μ-Cl)Cl] gave range new bridged dinuclear complexes [C {NHPPh Ru(η -benzene)Cl } ], 1 {PPh NHRh(cod)Cl} and Ir(η )Cl 3 respectively. All have been fully characterized by analytical spectroscopic methods. 31 P-{ H} NMR, 13 HETCOR COSY correlation experiments were used to confirm the spectral assignments. suitable catalyst precursors for hydrogenation acetophenone derivatives. Notably [Ru((Ph )(η acts as an excellent catalyst, giving corresponding alcohols 98–99% yields 10 min at 82 °C (TOF ≤600 h −1 ) comparison analogous rhodium iridium complexes. This is low reversibility under these conditions.

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