Vanadyl(acetylacetonate)

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Vanadyl(acetylacetonate) or VO(acac)₂ is a coordination complex between the vanadyl cation, VO²⁺, and two acetylacetonate anions, acac⁻. It is used in organic chemistry as a reagent in the epoxidation of allylic alcohols in combination with tert-butylhydroperoxide or TBHP. The VO(acac)₂-TBHP system is able to exclusively epoxidize geraniol at the allylic alcohol position. For comparison, another epoxidizing agent m-CPBA, reacts exclusively with the other alkene group. TBHP oxidizes VO(acac)₂ to a vanadium(V) species which coordinates the alcohol of the substrate and the hydroperoxide.

The visible spectra of this d1 compound will reveal two transtions from degenerate low level d-orbitals. There is also this hint of a transition at higher energy which UV spectra would reveal.

[edit] External links

• Oxidations tutorial

• Links to external chemical sources

[edit] References

Vanadium-catalyzed epoxidation of cyclic allylic alcohols. Stereoselectivity and stereocontrol mechanism Takashi Itoh, Koichiro Jitsukawa, Kiyotomi Kaneda, Shiichiro Teranishi; J. Am. Chem. Soc.; 1979; 101(1); 159-169. First Page