Vanadyl(acetylacetate)
Encyclopedia : V : VA : VAN : Vanadyl(acetylacetate)
Vanadyl(acetylacetate) or VO(acac)2 is a coordination complex between vanadyl oxide and acetylacetonate. 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.
External links
- For a full list of external links to MSDSs, spectroscopic data, commercial chemicals suppliers etc. for this compound, see [Chemical sources].
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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