
Journal of Organometallic Chemistry p. 23 - 32 (1991)
Update date:2022-07-31
Topics:
Gibson, Charles P.
Bem, David S.
While proton and carbon NMR spectroscopy suggest that (Cp*)2(Me)Ti-OC(Me)=CH2 (1, Cp* = η5-C5Me5) is a typical O-bound titanium enolate, this material does not exhibit typical enolate reactivity.Specifically, 1 does not react with either methyl iodide or with benzaldehyde.However, some reagents that are typically used in electrophilic attack of metal-alkyl or metal-alkoxide bonds do react with 1.In some cases the electrophile displaces the enolate moiety, while in other cases selectivity for substitution of the titanium-bound methyl group is displayed.Thus the reactivity of 1 is more typical of that expected from a titanium alkoxide or an alkyl titanium rather than a titanium enolate.The possible use of the (Cp*)2(Me)Ti moiety as a protecting group for ketones is discussed.
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Doi:10.1016/0022-328X(86)80140-1
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