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Mixed thioalkyl-azoimine (SNN′)/α-diimine–ruthenium complexes: synthesis, characterization, DFT calculations, crystal structure and application as pre-catalysts for hydrogenation of acetophenone

  • Mousa Al-NoaimiEmail author
  • Firas F. Awwadi
  • Ayman Hammoudeh
  • Maha Tanash
Article
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Abstract

Eight ruthenium complexes having thioalkyl-azoimine (SNN) ligands of two general types have been synthesized: (a) [Ru(L)(bipy)Cl](PF6) where {bipy = bipyridine, L = (2-SR)C6H4N=NC(COCH3)=NC6H4X, R = Ph (X = H, L1, 1; X = CH3, L2, 2; X = F, L3, 3); R = Me, (X = H, L4, 4)} and (b) [Ru(L1)(N–N)Cl](PF6) {N–N = 4,4-dimethyl-2,2′-bipyridine (dmbipy) (5), (1,10-phenanthroline) phen (6), 3,4,7,8-tetramethyl-1,10-phenanthroline (tetrmphen) (7), 5-5-chloro-1,10-phenanthroline (Clphen) (8). The crystal structures for 1 and 6 as well as for L2 are reported; the crystal structures of 1 and 6 show that L1 is bound to the ruthenium center as κ3[S,N,N′]. The complexes have been characterized by IR, UV/Vis and NMR spectroscopy as well as electrochemical (CV) techniques. The effect of groups X, the substituent R and N–N bidentate ligands on the electronic properties of the resulting mononuclear ruthenium complexes was investigated. The catalytic activity of these complexes was tested in the liquid-phase hydrogenation of acetophenone.

Notes

Acknowledgements

Financial support from the Scientific Research Support Fund (Bas/2/3/2014) and Hashemite University, Jordan, is gratefully acknowledged.

Compliance with ethical standards

Conflict of interest

The authors declare that there is no conflict of interest.

Supplementary material

11243_2018_302_MOESM1_ESM.docx (10 mb)
Supplementary material 1 (DOCX 10233 kb)

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Copyright information

© Springer Nature Switzerland AG 2019

Authors and Affiliations

  1. 1.Department of ChemistryHashemite UniversityZarqaJordan
  2. 2.Department of Chemistry, College of ScienceKing Faisal UniversityHofufSaudi Arabia
  3. 3.Department of ChemistryThe University of JordanAmmanJordan
  4. 4.Department of ChemistryYarmouk UniversityIrbidJordan

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