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Updated: May 4, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
A facile route to Ru-alkylidenes
Adam M McKinty1, Douglas W Stephan
1Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, CanadaM5S 3H6. dstephan@chem.utoronto.ca.
New ruthenium-alkylidene complexes were synthesized using dithioacetals and ruthenium precursors. These reactions provide a high-yield pathway to novel organometallic compounds for catalysis.
Area of Science:
- Organometallic Chemistry
- Catalysis
- Synthetic Chemistry
Background:
- Ruthenium complexes are vital catalysts in organic synthesis.
- Alkylidene ligands are key components in metathesis and other catalytic reactions.
- Dithioacetals offer unique structural motifs for ligand design.
Purpose of the Study:
- To synthesize novel ruthenium-alkylidene complexes.
- To explore the reactivity of dithioacetals with ruthenium precursors.
- To establish a high-yield synthetic route to these complexes.
Main Methods:
- Reactions of dithioacetals (E(CH2CH2S)2CHR and O(C6H4S)2CHPh) with ruthenium precursors (Ru(cod)(cot) or Ru(PPh3)3(H)2).
- Isolation and characterization of the resulting ruthenium-alkylidene complexes.
- Use of phosphine (PCy3) and N-heterocyclic carbene (SIMes) ligands.
Main Results:
- Successful synthesis of ruthenium-alkylidene complexes E(CH2CH2S)2RuCHPh(L) and O(C6H4S)2RuCHPh(L).
- High yields were achieved for the target complexes.
- The study demonstrates the utility of dithioacetals in ruthenium complex synthesis.
Conclusions:
- Dithioacetals are effective precursors for ruthenium-alkylidene complex synthesis.
- The developed method offers a high-yield and versatile route to these organometallic compounds.
- These novel complexes hold potential for catalytic applications.
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