Volume 25, Issue 4 pp. 270-275
Full Paper

Applications of transition metal complexes containing aminophosphine ligand to transfer hydrogenation of ketones

Murat Aydemir

Corresponding Author

Murat Aydemir

Dicle University, Department of Chemistry, TR-21280 Diyarbakır, Turkey

Dicle University, Department of Chemistry, TR-21280 Diyarbakır, Turkey.Search for more papers by this author
Akın Baysal

Akın Baysal

Dicle University, Department of Chemistry, TR-21280 Diyarbakır, Turkey

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Yılmaz Turgut

Yılmaz Turgut

Dicle University, Department of Chemistry, TR-21280 Diyarbakır, Turkey

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First published: 21 January 2011
Citations: 11

Abstract

Hydrogen transfer reduction processes are attracting increasing interest from synthetic chemists in view of their operational simplicity. Reaction of [Ph2PNHCH2-C4H3S] with [Ru(η6-benzene)(µ-Cl)Cl]2, [Rh(µ-Cl)(cod)]2 and [Ir(η5-C5Me5)(µ-Cl)Cl]2 gave a range of new monodendate complexes [Ru(Ph2PNHCH2-C4H3S)(η6-benzene)Cl2], 1, [Rh(Ph2PNHCH2-C4H3S)(cod)Cl], 2, and [Ir(Ph2PNHCH2-C4H3S)(η5-C5Me5)Cl2], 3, respectively. All new complexes were fully characterized by analytical and spectroscopic methods. 1H31P NMR, 1H13C HETCOR or 1H1H COSY correlation experiments were used to confirm the spectral assignments. 1–3 are suitable catalyst precursors for the transfer hydrogenation of acetophenone derivatives. Notably [Ru(Ph2PNHCH2-C4H3S)(η6-benzene)Cl2], 1, acts as an excellent catalyst, giving the corresponding alcohols in 98–99% yields in 30 min at 82 °C (TOF ≤200 h−1) for the transfer hydrogenation reaction in comparison to analogous rhodium or iridium complexes. This transfer hydrogenation is characterized by low reversibility under these conditions. Copyright © 2011 John Wiley & Sons, Ltd.

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