Tebbe Reagent
Title: Tebbe Reagent
CAS Registry Number: 67719-69-1
CAS Name: m-Methylene-m-chlorobis(h5-2,4-cyclopentadien-1-yl)(dimethylaluminum)titanium
Additional Names: (m-chloro)(m-methylene)bis(cyclopentadienyl)(dimethylaluminum)titanium
Molecular Formula: C13H18AlClTi
Molecular Weight: 284.58
Percent Composition: C 54.87%, H 6.38%, Al 9.48%, Cl 12.46%, Ti 16.82%
Literature References: Titanium-aluminum complex used in the Tebbe Olefination. Prepn: F. N. Tebbe et al., J. Am. Chem. Soc. 100, 3611 (1978). Improved prepn: L. F. Cannizzo, R. H. Grubbs, J. Org. Chem. 50, 2386 (1985). Ab initio structural model: M. M. Francl, W. J. Hehre, Organometallics 2, 457 (1983). Carbonyl methylenation applications compared with Wittig reactions: S. H. Pine et al., J. Org. Chem. 50, 1212 (1985); idem et al., Synthesis 1991, 165. Review of methylenation chemistry: Org. Synth. Highlights, J. Mulzer et al., Eds. (VCH, Weinheim, 1991) pp 192-196.
Properties: Reddish-orange crystals. Sol in toluene, benzene. Sensitive to air and water.
Use: Reagent for the methylenation of carbonyl groups.

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