SIMes/PCy3 mixed ligand-coordinated alkyl group-tagged ruthenium indenylidene complexes

Synthesis, characterization and metathesis activity

Baoyi Yu, Yanli Li, Xu He, Fatma B. Hamad, Fu Ding, Kristof Van Hecke, Mekhman S. Yusubov, Francis Verpoort

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

We report on the synthesis and characterization of SIMes/PCy3 mixed ligand-coordinated second-generation ruthenium catalysts, bearing various 3-alkyl-1-indenylidene ligands, denoted as RuCl2(3-alkyl-1-indenylidene)(SIMes)(PCy3), in which alkyl is isopropyl (4f), tert-butyl (4g) or cyclohexyl (4h). The characterization of complexes 4f–4h was performed using infrared spectroscopy, elemental analysis, high-resolution mass spectrometry and NMR spectroscopy. In addition, the configuration of complexes 4f and 4g was analyzed using single-crystal X-ray diffraction analysis. The catalytic activities of 4f–4h were evaluated in the olefin metathesis reaction of the ring-closing metathesis of diethyl diallylmalonate, and the ring-opening metathesis polymerization of cis,cis-cyclooctadiene in comparison with the reference complex 4a. The results reveal that all complexes 4a and 4f–4h exhibit similar catalytic activity towards the tested substrates. Careful analysis of the catalyst performance and single-crystal X-ray diffraction data of the obtained complexes reveals that the steric modification on the 3-alkyl group shows a negligible influence on the ligand congestion around the ruthenium center as well as on the catalytic activities in the metathesis reactions.

Original languageEnglish
Article numbere4548
JournalApplied Organometallic Chemistry
Volume32
Issue number12
DOIs
Publication statusPublished - 1 Dec 2018

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Ruthenium
Catalyst activity
Thermodynamic properties
Ligands
Bearings (structural)
Single crystals
Catalysts
Ring opening polymerization
Alkenes
X ray diffraction analysis
Nuclear magnetic resonance spectroscopy
Mass spectrometry
Infrared spectroscopy
X ray diffraction
Substrates
Chemical analysis

Keywords

  • homogeneous catalysis
  • indenylidene
  • olefin metathesis
  • ruthenium catalysts

ASJC Scopus subject areas

  • Chemistry(all)
  • Inorganic Chemistry

Cite this

SIMes/PCy3 mixed ligand-coordinated alkyl group-tagged ruthenium indenylidene complexes : Synthesis, characterization and metathesis activity. / Yu, Baoyi; Li, Yanli; He, Xu; Hamad, Fatma B.; Ding, Fu; Van Hecke, Kristof; Yusubov, Mekhman S.; Verpoort, Francis.

In: Applied Organometallic Chemistry, Vol. 32, No. 12, e4548, 01.12.2018.

Research output: Contribution to journalArticle

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AU - Li, Yanli

AU - He, Xu

AU - Hamad, Fatma B.

AU - Ding, Fu

AU - Van Hecke, Kristof

AU - Yusubov, Mekhman S.

AU - Verpoort, Francis

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AB - We report on the synthesis and characterization of SIMes/PCy3 mixed ligand-coordinated second-generation ruthenium catalysts, bearing various 3-alkyl-1-indenylidene ligands, denoted as RuCl2(3-alkyl-1-indenylidene)(SIMes)(PCy3), in which alkyl is isopropyl (4f), tert-butyl (4g) or cyclohexyl (4h). The characterization of complexes 4f–4h was performed using infrared spectroscopy, elemental analysis, high-resolution mass spectrometry and NMR spectroscopy. In addition, the configuration of complexes 4f and 4g was analyzed using single-crystal X-ray diffraction analysis. The catalytic activities of 4f–4h were evaluated in the olefin metathesis reaction of the ring-closing metathesis of diethyl diallylmalonate, and the ring-opening metathesis polymerization of cis,cis-cyclooctadiene in comparison with the reference complex 4a. The results reveal that all complexes 4a and 4f–4h exhibit similar catalytic activity towards the tested substrates. Careful analysis of the catalyst performance and single-crystal X-ray diffraction data of the obtained complexes reveals that the steric modification on the 3-alkyl group shows a negligible influence on the ligand congestion around the ruthenium center as well as on the catalytic activities in the metathesis reactions.

KW - homogeneous catalysis

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