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Synthesis and Characterization of Half‐Sandwich Ruthenium Complexes Containing Aromatic Sulfonamides Bearing Pyridinyl Rings: Catalysts for Transfer Hydrogenation of Acetophenone Derivatives
Author(s) -
Dayan Serkan,
Ozpozan Kalaycioglu Nilgun,
Daran JeanClaude,
Labande Agnès,
Poli Rinaldo
Publication year - 2013
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201300266
Subject(s) - acetophenone , transfer hydrogenation , ruthenium , quinoline , chemistry , catalysis , aryl , fourier transform infrared spectroscopy , medicinal chemistry , nuclear chemistry , organic chemistry , alkyl , physics , quantum mechanics
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 [RuCl 2 (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).