Bulky 2,6-dibenzhydryl-4-methylphenyl β-diiminato derived complexes of Pd(II) and Cu(II): Efficient catalysts for Suzuki coupling and alcohol oxidation

Priya Saxena, Ramaswamy Murugavel*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Reaction of a bulky Schiff base, 2,6-dibenzhydryl-N-4-((2,6-dibenzhydryl-4-methylphenyl)imino)pent-2-en-2-yl)-4-methylaniline (Ar2NacNacH (Ar = 2,6-dibenzhydryl-4-methylphenyl)) with PdCl2 in toluene under reflux condition affords dinuclear [(Ar2NacNac)Pd (μ-Cl)]2 (1). Complex 1 upon crystallization from CH2Cl2-MeCN mixture affords mononuclear [(Ar2NacNac)Pd(NCMe)Cl] (2). On the other hand, the reaction of Ar2NacNacH with Pd(OAc)2 in toluene under reflux condition or with Cu(OAc)2⋅H2O in CH2Cl2-MeOH at room temperature affords mononuclear complexes [(Ar2NacNac)M(κ2-OAc)] (M = Pd (3) and Cu (4)). The new complexes have been characterized by spectroscopic (IR, ESI-MS, NMR or EPR, UV-Vis), microanalytical (CHN) and thermogravimetric analysis (TGA) techniques, in addition to a single crystal X-ray diffraction study for 2–4. Complexes 1–3 have been employed in Suzuki coupling whereas complex 4 has been investigated for the oxidation of secondary alcohols and have been found to be highly efficient catalysts for the respective reactions.

Original languageEnglish
Pages (from-to)76-85
Number of pages10
JournalJournal of Organometallic Chemistry
Volume868
DOIs
StatePublished - 1 Aug 2018
Externally publishedYes

Keywords

  • Alcohol oxidation
  • Bulky NacNac
  • Hydrogen peroxide
  • Palladium
  • Suzuki coupling

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