trans- and cis-Ru(II) aminophosphine complexes: Syntheses, X-ray structures and catalytic activity in transfer hydrogenation of acetophenone derivatives


AYDEMİR M., BAYSAL A., ÖZKAR S., Yildirim L. T.

INORGANICA CHIMICA ACTA, vol.367, no.1, pp.166-172, 2011 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 367 Issue: 1
  • Publication Date: 2011
  • Doi Number: 10.1016/j.ica.2010.12.028
  • Title of Journal : INORGANICA CHIMICA ACTA
  • Page Numbers: pp.166-172
  • Keywords: Transfer hydrogenation, Crystal structures, Aminophosphine, Bis(phosphino)amine, Ru(II), ASYMMETRIC TRANSFER HYDROGENATION, RUTHENIUM(II) COMPLEXES, CRYSTAL-STRUCTURE, AROMATIC KETONES, PHOSPHINITE LIGANDS, METAL-COMPLEXES, PALLADIUM(II), PLATINUM(II), REACTIVITY, HECK

Abstract

The ability of transition metal catalysts to add or remove hydrogen from organic substrates by transfer hydrogenation process is a valuable synthetic tool. For this aim, a novel Ru(II) complex with the P-N ligand [(Ph(2)P)(2)NCH(2)-C(4)H(3)S] derived from thiophene-2-methylamine was synthesized starting with the complex [Ru(eta(6)-p-cymene)(mu-Cl)Cl](2) and isolated in two isomeric forms: trans- and cis[Ru((PPh(2))(2)NCH(2)-C(4)H(3)S)(2)Cl(2)], 2 and 3, respectively. The structures of both isomers were also determined by single crystal X-ray diffraction. The cis-isomer 3 can be isolated from the solution of major trans-isomer 2 as yellow crystals. However, upon dissolution 3 is rapidly converted to the trans-isomer 2. The new ruthenium(II) complex provides high catalytic activity in the transfer hydrogenation of acetophenone derivatives to 1-phenylethanol derivatives in the presence of 2-propanol as the hydrogen source. This transfer hydrogenation is characterized by low reversibility under the experimental conditions. (C) 2010 Elsevier B.V. All rights reserved.