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Updated: Jun 28, 2026
08:12
Characterization, Quantification and Compound-specific Isotopic Analysis of Pyrogenic Carbon Using Benzene Polycarboxylic Acids (BPCA)
Published on: May 16, 2016
Olefin metathesis in supercritical carbon dioxide
A Fürstner1, L Ackermann, K Beck
1Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim/Ruhr, Germany.
Journal of the American Chemical Society
|September 13, 2001
Summary
Supercritical carbon dioxide (scCO(2)) offers a green alternative for ring-opening metathesis polymerization (ROMP) and ring-closing olefin metathesis (RCM). This versatile medium enables easier product purification and catalyst recovery, promoting sustainable synthesis.
Area of Science:
- Green Chemistry
- Catalysis
- Polymer Science
Background:
- Supercritical carbon dioxide (scCO(2)) is explored as a reaction medium for metathesis reactions.
- Traditional organic solvents pose environmental and toxicological concerns.
- Well-defined metal catalysts are crucial for efficient metathesis.
Purpose of the Study:
- To evaluate scCO(2) as a reaction medium for ROMP and RCM.
- To compare catalyst performance in scCO(2) with conventional solvents.
- To investigate the unique advantages of scCO(2) beyond solvent replacement.
Main Methods:
- Utilized molybdenum alkylidene complex 1 and ruthenium carbene complexes 2 and 3.
- Conducted ring-opening metathesis polymerization (ROMP) and ring-closing olefin metathesis (RCM) in scCO(2).
- Analyzed catalyst solubility, reaction efficiency, and product workup.
Main Results:
- Catalysts exhibited comparable efficiency to chlorinated solvents.
- Complex 1 showed solubility, while complexes 2 and 3 acted as heterogeneous catalysts.
- scCO(2) facilitated convenient workup, catalyst immobilization, and reaction tuning via density control.
- Reversible carbamic acid formation protected amine functionalities.
Conclusions:
- scCO(2) is a highly attractive and versatile solvent for sustainable metathesis reactions.
- Its unique properties offer significant advantages in terms of process efficiency and environmental impact.
- Carbon dioxide presents a benign and effective medium for advanced chemical synthesis.
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