4-Amino-1,2,4-triazoles-3-thiones and 1,3,4-oxadiazoles-2-thiones.palladium(II) recoverable complexes as catalysts in the sustainable Suzuki-Miyaura cross-coupling reaction

Chehrouri M., Moreno-Cabrerizo C., Othman A. A., Chabour I., Ferrandiz-Saperas M., Sempere I., ...More

JOURNAL OF ORGANOMETALLIC CHEMISTRY, vol.923, 2020 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 923
  • Publication Date: 2020
  • Doi Number: 10.1016/j.jorganchem.2020.121353
  • Journal Name: JOURNAL OF ORGANOMETALLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica, Compendex
  • Keywords: Palladium, Micellar, Water/ethanol, Recycling, Suzuki-miyaura, CRITICAL MICELLE CONCENTRATION, PALLADIUM NANOPARTICLES, EFFICIENT CATALYSTS, HIGHLY EFFICIENT, HETEROGENEOUS CATALYST, ARYL CHLORIDES, LIGAND, WATER, SONOGASHIRA, HECK
  • Çukurova University Affiliated: No

Abstract

The Suzuki-Miyaura cross-coupling reaction using 4-amino-1,2,4-triazoles and 1,3,4-oxadiazoles-2-thiones center dot palladium (II) is studied. The reaction is optimized and the most appropriate catalytic complex is tested with several aryl halides, boronic acids in an environmentally benign solvent system (H2O/EtOH). The recovery of the catalytic species is also surveyed because of the nature of the employed solvent. A domino process is efficiently carried out following the standard conditions. Several surface parameters of the ligands are analyzed and the resulting values are extrapolated to the insoluble palladium catalyst. (C) 2020 Elsevier B.V. All rights reserved.