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Tebbe's reagent is the organometallic compound with the formula 2TiCH2ClAl2. It is used in the methylenation of carbonyl compounds, that is it converts organic compounds containing the R2C=O group into the related R2C=CH2 derivative. It is a red solid that is pyrophoric in the air, and thus is typically handled with air-free techniques. It was originally synthesized by Fred Tebbe at DuPont Central Research.
Tebbe's reagent contains two tetrahedral metal centers linked by a pair of bridging ligands. The titanium has two cyclopentadienyl , or Cp] rings and aluminium has two methyl groups. The titanium and aluminium atoms are linked together by both a methylene bridge and a chloride atom in a nearly square-planar geometry. The Tebbe reagent was the first reported compound where a methylene bridge connects a transition metal and a main group metal.