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


DAYAN S., Kalaycioglu N., Daran J., Labande A., Poli R.

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, no.18, pp.3224-3232, 2013 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Publication Date: 2013
  • Doi Number: 10.1002/ejic.201300266
  • Journal Name: EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.3224-3232
  • Keywords: Transfer hydrogenation, Sulfonamides, Ruthenium, N ligands, ASYMMETRIC TRANSFER HYDROGENATION, STRUCTURAL-CHARACTERIZATION, ELECTROCHEMICAL SYNTHESIS, CRYSTAL-STRUCTURE, RU(II) COMPLEXES, COPPER-COMPLEXES, LIGANDS, KETONES, 8-AMINOQUINOLINE, BEHAVIOR
  • Erciyes University Affiliated: Yes

Abstract

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 degrees C, and they all showed good activity. Complexes 10 and 12 were the most active (turnover frequency values: 703 and 734 h-1, respectively).