Ruthenium and palladium complexes incorporating amino-azo-phenol ligands: Synthesis, characterization, structure and reactivity

Poulami Pattanayak, Sankar Prasad Parua, Debprasad Patra, C. K. Lai, Paula Brandão, Vitor Felix, Surajit Chattopadhyay

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

The ligands 2-((2-aminophenyl)diazenyl)phenol, HOL1-NH2, 1a; 2-((2-aminophenyl)diazenyl)-5-methylphenol, HOL2-NH2, 1b; and 2-((2-aminophenyl) diazenyl)-5-chlorophenol, HOL3-NH2, 1c, which are abbreviated as HOL-NH2, 1, afforded the complexes of compositions [(OL-NH)Pd(PPh3)], 2, and [(OL-NH)Ru(CO)(PPh3)2], 3, upon reaction with Na2PdCl4 and Ru(CO)3(PPh3)3 respectively. In all the complexes the metals ions, Pd(II) or Ru(II), are coordinated by deprotonated ligand (OL-NH)2- in tridentate (N, N, O) fashion. X-ray structures of [(OL2-NH)Pd(PPh3)], 2b, and [(OL1-NH)Ru(CO)(PPh3)2], 3a, were determined to confirm the molecular structures. The cyclic voltammograms of [(OL-NH)Ru(CO)(PPh3)2] exhibited two quasi reversible oxidative response near 0.25 and 1.12 V vs. SCE. The nature of HOMO as obtained by DFT calculations has been inspected to have an insight into the redox orbitals. The newly synthesized [(OL-NH)Pd(PPh3)], 2a, complexes exhibited catalytic activity toward the Suzuki, Heck, Cyanation and amination reactions. Catalytic activity of complex [(OL1-NH)Ru(CO)(PPh3)2], 3a, was examined for the conversion of ketones to corresponding alcohols by transfer hydrogen reactions.

Original languageEnglish
Pages (from-to)122-131
Number of pages10
JournalInorganica Chimica Acta
Volume429
DOIs
StatePublished - 1 Apr 2015

Keywords

  • 2-((2-Aminophenyl)azo)phenol
  • C-C coupling reaction
  • C-N coupling reactions
  • Crystal structure
  • Hydrogen transfer reaction
  • Pd(II) Ru(II)

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