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Vanadyl acetylacetonate

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File:Vanadyl-acetoacetonate-3D-balls.png
A ball-and-stick model of VO(acac)2

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.


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

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