Cyclometalated C^N diphosphine ruthenium catalysts for Oppenauer-type oxidation/transfer hydrogenation reactions and cytotoxic activity

Alessi, Dario; Mestre, Pierfrancesco Del; Aneggi, Eleonora; Ballico, Maurizio; Beltrami, Antonio Paolo; Busato, Marta; Cesselli, Daniela; Heidecker, Alexandra A.; Zuccaccia, Daniele; Baratta, Walter

doi:10.1039/d3cy00676j

Catal. Sci. Technol.

2023

DOI: 10.1039/d3cy00676j

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Cyclometalated C^N diphosphine ruthenium catalysts for Oppenauer-type oxidation/transfer hydrogenation reactions and cytotoxic activity

Dario Alessi¹,

Pierfrancesco Del Mestre²,

Eleonora Aneggi³

et al.

Abstract: The cyclometalated acetate ruthenium complexes [Ru(C^N)(η2-OAc)(dppb)] (dppb = 1,4-bis(diphenylphosphino)butane; HC^N = 2-phenylpyridine 1, benzo[h]quinoline 2, 1-phenylpyrazole 3, 2-phenyl-2-oxazoline 4) are easily obtained in 58-74% yield through a one-pot synthesis from...

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2024

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Efficient, Facile, and Green Synthesis of Ruthenium Carboxylate Complexes by Manual Grinding

Aneggi,

Zuccaccia,

Porcheddu

et al. 2024

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Recently, scientists have been developing sustainable processes, and in this context, mechanochemistry is commonly associated with green chemistry for its ability to reduce waste generation from chemical reactions. The well-known acetate complex, diacetate bis(triphenylphosphine) ruthenium(II) [Ru(OAc)2(PPh3)2], is a versatile precursor for preparing active complexes for several catalytic reactions. This report presents an efficient and straightforward manual grinding protocol for the sustainable synthesis of ruthenium carboxylate complexes starting from the commercially available [RuCl2(PPh3)3] and metal carboxylates. This work represents a novel and preliminary investigation into carboxylate precursors’ alternative solventless synthesis route based on manual grinding. To our knowledge, this is the first time [Ru(OAc)2(PPh3)2] has been prepared via a mechanochemical procedure. The synthesis method has also been investigated for other alkali metal carboxylates and yields ranging from 30 to 80% were obtained. A comparison of sustainability and environmental impact between conventional solution synthesis and the grinding route has been carried out using the E-factor and Mass Productivity. While for the acetate complex E-factor and MP were only slightly better compared with the solvent method (3 vs. 4 for E-factor and ~6 vs. 5 for MP), for benzoate higher results were found (1 vs. ~4 for E-factor and 10 vs. 5 for MP).

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Efficient, Facile, and Green Synthesis of Ruthenium Carboxylate Complexes by Manual Grinding

Aneggi,

Zuccaccia,

Porcheddu

et al. 2024

Processes

View full text Add to dashboard Cite

show abstract

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Cyclometalated C^N diphosphine ruthenium catalysts for Oppenauer-type oxidation/transfer hydrogenation reactions and cytotoxic activity

Abstract: The cyclometalated acetate ruthenium complexes [Ru(C^N)(η2-OAc)(dppb)] (dppb = 1,4-bis(diphenylphosphino)butane; HC^N = 2-phenylpyridine 1, benzo[h]quinoline 2, 1-phenylpyrazole 3, 2-phenyl-2-oxazoline 4) are easily obtained in 58-74% yield through a one-pot synthesis from...

Cited by 1 publication

References 87 publications

Efficient, Facile, and Green Synthesis of Ruthenium Carboxylate Complexes by Manual Grinding

Efficient, Facile, and Green Synthesis of Ruthenium Carboxylate Complexes by Manual Grinding

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