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Please login to access the full content or check if you have access via2.11.8.8 Method 8: Bis(η5-cyclopentadienyl)zirconium(II)-Catalyzed C—C Bond Formation
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Negishi, E.-i.; Takahashi, T., Science of Synthesis, (2003) 2, 794.
The first catalytic cycle of a C—C bond formation reaction involving a zirconium(II)–alkene complex was reported in 1990.[262,263] This catalytic cycle was found from a study on the stoichiometric reaction of ethylmagnesium bromide with a zirconacyclopentane, which was prepared by the reaction of bis(η5-cyclopentadienyl)(η2-ethene)zirconium(II) (384) with alk-1-enes. The catalytic cycle involves (1) coupling of bis(η5-cyclopentadienyl)(η2-ethene)zirconium(II) (384) and an alkene to give zirconacyclopentane 411, (2) transmetalation of the zirconacyclopentane by reaction with ethylmagnesium bromide,[262,263] and (3) β-hydrogen abstraction from the ethyl group of 412 to give 413 with concomitant regeneration of the zirconium(II)–ethene complex 384[12] (Scheme 149).
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References
[12] | Meeeeeeee, M.; Meee, M.; Meeee, M.; Meeeee, M.; Meeeeee, M. M.; Meeeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
[114] | Meeeee, M. M.; Meeeeee, M. M.; Meeeee, M. M.; Meeee, M. M., Me Meeeeeeeeeeee Meeeeeeeeeeeee Meeeeeeee M, Meeeeeeee, M. M.; Meeee, M. M. M.; Meee, M. M., Mee.; Meeeeeee: Mee Meee (8888); Mee. 8, e 888. |
[185] | Meeeeee, M.; Mee Meee, M. M.; Meeeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
[191] | Mee, M.; Meeeeee, M., eeeeeeeeeee eeeeeee. |
[193] | Meeeeeeee, M. M.; Meeeeeeeee, M. M.; Meeeeeee, M. M., Mee. Meee. Meee MMMM, Mee. Meee., (8888), 888; Meee. Meee. Mee. MMMM, Mee. Meee. Mee. (Meee. Meeeee.), (8888) 88, 888. |
[202] | Meeeee, M. M.; Meeee, M. M.; Meeeeee, M. M., M. Me. Meee. Mee., (8888) 888, 8888. |
[206] | Meeeeeee, M. M.; Meeeee, M. M.; Meeeeee, M. M., M. Me. Meee. Mee., (8888) 888, 8888. |
[262] | Meeeeeeee, M.; Meee, M.; Meeee, M.; Meeeee, M., 88ee Meeeeeeee ee Meeeeeeeeeeeee Meeeeeeee: Meeee, (8888), 888. |
[263] | Meeeeeeee, M.; Meee, M.; Meeeee, M.; Meeeeee, M., MMMee Meeeeeeeeeeee Meeeeeeeee ee Meeeeeeeeeeeee Meeeeeeee, (8888), M88. |
[290] | Meeee, M. M.; Meeeeeeee, M. M.; Meeeeee, M. M., M. Me. Meee. Mee., (8888) 888, 8888. |
[291] | Meeee, M. M.; Meeeeeeee, M. M.; Meeeeee, M. M., Meeeeeeeeeeeeee, (8888) 88, 8888. |
[292] | Meeeeeee, M. M.; Meeeeeee, M. M.; Meeeeee, M. M.; Meee, M. M.; Meeeeeee, M. M., Meeee. Meee. (8888) 88, 8888. |
[358] | Meeeeeeee, M. M.; Meeeeeeeee, M. M., M. Meeeeeeee. Meee., (8888) 888, 88. |
[359] | Meeeeee, M. M.; Me, M., M. Me. Meee. Mee., (8888) 888, 8888. |
[360] | Meeee, M. M.; Meeeee, M. M.; Meeeee, M. M.; Meeee, M. M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[361] | Meeee, M. M.; Meeeee, M. M., Meeeeeeeeee, (8888) 88, 8888. |
[362] | Meeeee, M. M.; Meeeeeee, M. M., M. Me. Meee. Mee., (8888) 888, 8888. |
[363] | Meeeeee, M. M.; Meeeee, M. M.; Meeee, M. M.; Me, M., M. Me. Meee. Mee., (8888) 888, 8888. |
[364] | Meeeeeeee, M.; Meeeee, M.; Meeeeeee, M.; Meeee, M.; Meeeeeee, M.; Meeeee, M., 88ee Meeeeeeee ee Meeeeeeeeeeeee Meeeeeeee: Meeee, (8888), 888. |
[365] | Mee, M.; Meeeeee, M.; Meeeeeeeee, M. M.; Meeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
[396] | Meeee, M.; Meee, M.; Meeeeeeeee, M.; Meeee, M., Meeee. Meee., (8888) 88, 8888. |
[409] | Meeeeee, M.; Meeeee, M.; Meeeeeee, M. M.; Meeeee, M.; Meeeeeeee, M. M., Meeeeeee. Meee., (8888) 8, 888. |
Meeeeee Meeeeeeeeee
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- 8.Meeeee-Meee, (8888) M 88e, 8888.
- 8.Meeeee-Meee, (8888) M 88e, 8888.
- 8.Meeeee-Meee, (8888) M 88e, 8888.