Titanium(II) Porphyrin Complexes: Versatile One- and Two-Electron Reducing Agents. Reduction of Organic Chlorides, Epoxides, and SulfoxidesJournal of Organic Chemistry
Publication VersionPublished Version
AbstractTreatment of the well-defined complexes (TTP)Ti(η2-EtC⋮CEt) or trans-(TTP)Ti(THF)2 with vicinal dichloroalkanes or dichloroalkenes results in the production of alkenes or alkynes and 2 equiv of (TTP)TiCl. This net two-electron redox reaction arises from two formal one-electron reduction processes mediated by chlorine atom transfer. Oxygen atom transfer occurs when the Ti(II) porphyrins are treated with several different sulfoxides or epoxides, resulting in two-electron redox products, (TTP)TiO, the sulfide or alkene, and EtC⋮CEt or THF. The electronic properties of the substituents on the sulfoxides or epoxides correlate with the yield and rate of the deoxygenation reactions.
Copyright OwnerAmerican Chemical Society
Citation InformationXiaotai Wang and L. Keith Woo. "Titanium(II) Porphyrin Complexes: Versatile One- and Two-Electron Reducing Agents. Reduction of Organic Chlorides, Epoxides, and Sulfoxides" Journal of Organic Chemistry Vol. 63 Iss. 2 (1998) p. 356 - 360
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