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Synthesis, Structural Characterization of Schiff Base Ligands and Their RuII‐p‐Cymene Complexes, and Catalytic Activity in the Transfer Hydrogenation of Ketones

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Abstract

In this study, two new Schiff base ligands, (E)-ethyl 2-(2-hydroxybenzylideneamino)-5,5,7,7-tetramethyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate (L1) and (E)-ethyl 2-(2-hydroxy-3-methoxybenzylideneamino)-5,5,7,7-tetramethyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate (L2), and their corresponding RuII complexes, [L1Ru(p-cymene)]Cl·2.5H2O (1) and [L2RuCl(p-cymene)]1.5H2O (2), were synthesized. The structures of Schiff bases and their RuII‐p‐cymene complexes were elucidated using microanalysis, magnetic susceptibility, molar conductivity, 1H-NMR, 13C-NMR, FT-IR, UV–Vis, LC–MS, and thermogravimetric analysis techniques. Octahedral structures for the obtained RuII‐p‐cymene complexes were proposed. The catalytic activities of the RuII‐p‐cymene complexes obtained after the characterization processes were investigated by using acetophenone derivatives in the transfer hydrogen reactions. The product conversions obtained as a result of catalytic studies were determined using GC–MS. When 4-bromoacetophenone was used as a substrate in the transfer hydrogen reactions, catalysts 1 and 2 showed good catalytic activity of 93% and 96%.

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Acknowledgements

The authors extent their appreciation to the Muş Alparslan University Scientific Research Projects Center (BAP) under research project no BAP-20-FEF-4902-06 for supporting this work.

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  1. Department of Chemistry, Faculty of Arts and Sciences, Muş Alparslan University, Muş, Turkey

    Nevin Turan & Abbas Akdeniz

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  1. Nevin Turan
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  2. Abbas Akdeniz
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Correspondence to Nevin Turan.

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Turan, N., Akdeniz, A. Synthesis, Structural Characterization of Schiff Base Ligands and Their RuII‐p‐Cymene Complexes, and Catalytic Activity in the Transfer Hydrogenation of Ketones. Catal Lett 153, 3009–3018 (2023). https://doi.org/10.1007/s10562-022-04222-w

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