Vanadium-catalyzed epoxidations of olefinic alcohols in liquid carbon dioxide
The selective epoxidation of olefinic alcohols with t-BuOOH in the presence of vanadium catalysts proceeds in liquid carbon dioxide with high conversions and selectivities. Rates measured in liquid CO{sub 2} for the oxovanadium(V) triisopropoxide catalyzed epoxidation of allylic and homoallylic alcohols using tert-butyl hydroperoxide are comparable to those measured in methylene chloride, toluene, and n-hexane. The reactivity of the vanadium(IV) bis(acetylacetonato) oxide catalyst in liquid CO{sub 2} was found to be substantially lower than in organic solvents, presumably due to its low solubility in CO{sub 2}. Highly fluorinated acac-type ligands increased the catalytic reactivity of VO(acac){sub 2}-catalyzed epoxidations by enhancing catalyst precursor solubility. Heterogeneous epoxidation reactions were also carried out in liquid CO{sub 2} using vanadium complexes supported on cation-exchange polymers.
- Research Organization:
- Los Alamos National Lab., NM (US)
- Sponsoring Organization:
- US Department of Energy
- OSTI ID:
- 20013628
- Journal Information:
- Organometallics, Journal Name: Organometallics Journal Issue: 24 Vol. 18; ISSN 0276-7333; ISSN ORGND7
- Country of Publication:
- United States
- Language:
- English
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