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Hemilabile imino-phosphine palladium(II) complexes: synthesis, molecular structure, and evaluation in Heck reactions

  • William Motswainyana EMAIL logo , Martin Onani , Roger Lalancette and Paul Tarus
Published/Copyright: March 12, 2014
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Chemical Papers
From the journal Chemical Papers Volume 68 Issue 7

Abstract

The ligands 2-(diphenylphosphino)benzyl-(2-thiophene)methylimine (V) and 2-(diphenylphosphino) benzyl-(2-thiophene)ethylimine (VI) were prepared from 2-(diphenylphosphino)benzaldehyde and thiophene amines with very good yields. An equimolar reaction of V and VI with either PdCl2(cod) (cod = cyclooctadiene) or PdClMe(cod) afforded palladium(II) complexes I–IV. The molecular structure of II was confirmed by X-ray crystallography. The coordination geometry around the palladium atom exhibited distorted square planar geometry at the palladium centre. Complexes I, II, and IV were evaluated as catalysts for Heck coupling reactions of iodobenzene with methyl acrylate under mild reaction conditions; 0.1 mole % catalyst, Et3N base, MeCN reflux for 8 h, 80°C; isolated yield on a 10 mmol scale with catalyst I (64 %), II (68 %), and IV (58 %). They all exhibited significant activities.

Keywords: imino-phosphine; palladium; Schiff-base molecular structures; Heck reaction

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Published Online: 2014-3-12
Published in Print: 2014-7-1

© 2013 Institute of Chemistry, Slovak Academy of Sciences

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https://doi.org/10.2478/s11696-013-0530-6
Keywords for this article
imino-phosphine; palladium; Schiff-base molecular structures; Heck reaction

Articles in the same Issue

  1. Kinetic analysis of cellulose pyrolysis: a short review
  2. Simultaneous determination of ciprofloxacin hydrochloride and hydrocortisone in ear drops by high performance liquid chromatography
  3. Inhibition effect of free ammonia and free nitrous acid on nitrite-oxidising bacteria during sludge liquor treatment: influence of feeding strategy
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  5. Al(III) and Cu(II) simultaneous foam separation: Physicochemical problems
  6. Scale-adaptive simulation of liquid mixing in an agitated vessel equipped with eccentric HE 3 impeller
  7. Alkaline hydrogen peroxide pretreatment of energy crops for biogas production
  8. Synthesis, crystal structures, spectral, electrochemical and magnetic properties of di-µ-phenoxido-bridged dinuclear copper(II) complexes with N-salicylidene-2-hydroxybenzylamine derivatives: axial coordination effect of dimethyl sulphoxide molecule
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  10. Structure and vibrational spectra of copper(II) 2-pyridylmethanolate tetrahydrate
  11. Synthesis and characterization of a silylated Brazilian clay mineral surface
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