Unsymmetrical ONO-type pincer complexes of palladium(II) containing amino acid barbiturate derivatives: Synthesis, characterization, and catalytic applications in Suzuki-Miyaura cross-coupling reaction

Firinci E., Firinci R., Sevincek R., Aygun M., Gunay M. E.

JOURNAL OF ORGANOMETALLIC CHEMISTRY, vol.978, 2022 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 978
  • Publication Date: 2022
  • Doi Number: 10.1016/j.jorganchem.2022.122471
  • Journal Name: JOURNAL OF ORGANOMETALLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, Compendex
  • Keywords: Amino acid, ONO-pincer ligand, Palladium complexes, Suzuki-Miyaura reaction, X-ray diffraction, HETEROCYCLIC CARBENE-PALLADIUM(II) COMPLEXES, LIGANDS SYNTHESIS, PLATINUM, GEOMETRY, DESIGN
  • Dokuz Eylül University Affiliated: Yes

Abstract

New two tridentate pincer ligands were prepared by the reaction between the selected amino acids and 1,3-dimethyl barbituric acid. The corresponding Pd(II) complexes were synthesized from the treatment of palladium(II) acetate with the prepared ligands in presence of an ancillary ligand such as pyridine, triph-enylphosphine, or 1-methylimidazole. All ligands and Pd(II) complexes were characterized by standard spectroscopic and analytical techniques. The crystal and molecular structures of two complexes were de-termined by single-crystal X-ray diffraction revealing a slightly distorted square-planar geometry around the metal center to which the ligand bonded in an ONO-tridentate fashion. The catalytic activities of Pd(II) complexes were evaluated in the Suzuki-Miyaura coupling reaction of phenylboronic acid with the different aryl halides. They showed good activity for 4-substituted aryl bromide with phenylboronic acid.(c) 2022 Elsevier B.V. All rights reserved.