Base-free transfer hydrogenation of aryl-ketones, alkyl-ketones and alkenones catalyzed by an IrIIICp complex bearing a triazenide ligand functionalized with pyrazole
[Display omitted] •Iridium triazenide complex as catalysts for selective hydrogenation of α,β-unsaturated and γ,δ-unsaturated ketones.•Base free transfer hydrogenation by an iridium triazenide complex bearing a pyrazole with high yields and selectivity.•Reactivity of complexes 2 and 3 in 2-propanol...
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Veröffentlicht in: | Inorganica Chimica Acta 2020-07, Vol.507, p.119551, Article 119551 |
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Format: | Artikel |
Sprache: | eng |
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•Iridium triazenide complex as catalysts for selective hydrogenation of α,β-unsaturated and γ,δ-unsaturated ketones.•Base free transfer hydrogenation by an iridium triazenide complex bearing a pyrazole with high yields and selectivity.•Reactivity of complexes 2 and 3 in 2-propanol gives metal hydrides species.
An IrIIICp* complex (2) bearing a triazenide ligand functionalized with pyrazole was synthesized and fully characterized by spectroscopic methods and the structure confirmed by X-ray diffraction studies. The catalytic activity of 2 and the control complex 3, which lacks of pyrazole in its structure, was evaluated in the reduction of aryl-ketones, alkyl-ketones, α,β-unsaturated and γ,δ-unsaturated ketones. The catalytic system, using either 2 or 3, exhibited good to excellent selectivity when tested with ketones and alkenones at 90 °C in 2-propanol as hydrogen source under base-free conditions. Reactivity of 2 in 2-propanol and NaH gave a neutral metal hydride (4) while in the absence of base gave two major cationic hydrides species (5 and 6). |
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ISSN: | 0020-1693 1873-3255 |
DOI: | 10.1016/j.ica.2020.119551 |