Synthesis and Characterization of Half-Sandwich Ruthenium Complexes Containing Aromatic Sulfonamides Bearing Pyr­id­inyl Rings: Catalysts for Transfer Hydrogenation of Acetophenone Derivatives

N‐(Quinoline‐8‐yl‐aryl)benzenesulfonamides 1–6 were successfully synthesized by the reaction of 8‐aminoquinoline and various benzenesulfonyl chlorides. Then, half‐sandwich ruthenium complexes 7–12 were prepared from the reactions of 1–6 with [RuCl2(p‐cymene)]2. The synthesized compounds were charact...

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Veröffentlicht in:European journal of inorganic chemistry 2013-06, Vol.2013 (18), p.3224-3232
Hauptverfasser: Dayan, Serkan, Ozpozan Kalaycioglu, Nilgun, Daran, Jean-Claude, Labande, Agnès, Poli, Rinaldo
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Sprache:eng
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Zusammenfassung:N‐(Quinoline‐8‐yl‐aryl)benzenesulfonamides 1–6 were successfully synthesized by the reaction of 8‐aminoquinoline and various benzenesulfonyl chlorides. Then, half‐sandwich ruthenium complexes 7–12 were prepared from the reactions of 1–6 with [RuCl2(p‐cymene)]2. The synthesized compounds were characterized by NMR and FTIR spectroscopy and elemental analysis, and compounds 8 and 9 were further analyzed by X‐ray diffraction. The complexes were screened for their efficiency as catalysts in the transfer hydrogenation of acetophenone derivatives to phenylethanols in the presence of KOH with 2‐propanol (as hydrogen source) at 82 °C, and they all showed good activity. Complexes 10 and 12 were the most active (turnover frequency values: 703 and 734 h–1, respectively). A series of new half‐sandwich RuII complexes containing sulfonamide ligands were synthesized and characterized by NMR and FTIR spectroscopy and elemental analysis, and two of the complexes were further analyzed by X‐ray diffraction. We investigated the catalytic activity of these complexes in the transfer hydrogenation of a few acetophenone derivatives with the use of 2‐propanol in the presence of base.
ISSN:1434-1948
1099-0682
DOI:10.1002/ejic.201300266